Workday Playdate

*TOP 1% GLOBAL PODCAST* Pssst…it’s your work bestie again tapping you on the shoulder telling you to take a breather from sending another email because I’ve got some tea–piping hot, actually. I’m Erin Diehl, founder of improve it!(AKA, your work bestie), and I’m going to take you on a much needed excursion from your workday from the comfort of your very own headphones. Every Wednesday, your Workday Playdate will give you research-based, tangible strategies to transform yourself through improv comedy techniques and play. It’s all designed to bring the fun back to your job and remind you that taking a break from your workday is ironically what improves it the most. And with a little play date snack every Monday, you’ll start your week off on the right foot with a fresh idea to incorporate, pronto. Oversharing and knee-slappers guaranteed. Welcome, my friend. Let’s play!

297: The Perfect Job Doesn't Exist: How to Stop Waiting and Start Choosing Your Path with Amanda Hirsch 07/02/2025

297: The Perfect Job Doesn't Exist: How to Stop Waiting and Start Choosing Your Path with Amanda Hirsch In this episode of Workday Playdate, Erin throws out the five-year plan, the “dream job” myth, and that tired advice to just “follow your passion.” Instead, she’s joined by creative powerhouse and Mighty Forces founder Amanda Hirsch to help you rethink what career ownership actually looks like today. From office misfit to author, storyteller, and mom, Amanda shares the real talk behind taking back your path when no one else is handing you a roadmap. This episode is for anyone stuck in career limbo, burnt out on job titles, or wondering what’s next (without needing a full reinvention). Whether you're pivoting, plateauing, or plotting your next move, Erin and Amanda remind us: life is more improv than plan, and you're more ready than you think. Inside This Episode: Why waiting for “clarity” might be keeping you stuck The high cost of chasing the perfect job How to take action even when you don’t have it all figured out The power of storytelling in reclaiming your career narrative What Amanda learned from being a misfit—and why that might be your superpower One small step you can take this week to start owning your path Who This Episode Is For: Anyone navigating a pivot, questioning what’s next, or tired of pretending their LinkedIn headline tells the whole story. If you’re ready to choose your career—not just chase it—this episode is for you. So pause the inbox scroll, close that half-written cover letter, and come have a Workday Playdate with us. Ready to take one small step toward showing up with more clarity and confidence? Download our newest freebie——a 4-step guide to crafting a professional persona that actually feels like you. This plug-and-play resource helps you define how you want to be seen, align your presence with your purpose, and lead with authenticity (not performance). No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Amanda Hirsch Amanda’s Amanda’s Mighty Forces Amanda’s Amanda’s Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/37247860

Snack 20: Your Career, Your Move: Stop Waiting and Start Choosing What’s Next 06/30/2025

Snack 20: Your Career, Your Move: Stop Waiting and Start Choosing What’s Next In today’s Workday Playdate Snack, Erin's busting one of the biggest myths in the career playbook: that the “perfect job” will just... show up and fix everything. Spoiler: It won’t. And waiting for it? That can keep you stuck. The Problem: 52% of workers are eyeing a career change. 70% feel disengaged. Why? Because they’re waiting. For the dream job. For clarity. For permission. But it's important to remember one crucial truth: you are the plan. The Improv Hack to Try: Tag Yourself In When improv scenes stall, someone jumps in and shifts the energy. In your career? That someone is you. Pick one stuck spot Ask: “If I were directing this, what would happen next?” DO. THAT. THING. Apply. Pitch. Rewrite your bio. Start the damn thing. Why it works: Gets you out of wait-mode Sparks momentum fast Reframes your mindset: You’re not lost, you’re in charge Coming up Wednesday: Don’t miss Episode 297: The Perfect Job Doesn’t Exist: How to Stop Waiting and Start Choosing Your Path featuring writer/performer Amanda Hirsch. Get real talk, big laughs, and a permission slip to choose yourself. Because the best career move is the one you actually make. Feeling overwhelmed in high-stakes moments? Download our latest free resource——a concise guide to navigating uncertainty with poise. In just five minutes, you'll learn how to center yourself, assess the situation, and respond with confidence. This actionable toolkit equips you with the tools to stay grounded and make clear decisions when it matters most. No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/37169845

296: Hybrid Headaches? Here’s How to Make the Office Return Less Awkward & More Awesome 06/25/2025

296: Hybrid Headaches? Here’s How to Make the Office Return Less Awkward & More Awesome In this episode of Workday Playdate, Erin tackles the awkward elevator small talk, the lukewarm return-to-office bagels, and the actual leadership challenges of hybrid work. From re-establishing team rituals to defining the “why” behind your office days, this episode is a field guide for anyone trying to rebuild connection in a flexible work world without burning out. Whether you're managing Zoom fatigue, leading a team that’s half-in, half-out, or just trying to make Tuesdays feel less like a ghost town, Erin’s giving you 10 practical, human-first ways to lead with empathy, adaptability, and a little playfulness. Because team culture doesn’t build itself, and your people notice when it’s missing. Inside This Episode: The secret to getting buy-in on hybrid? Define purpose, not policy. Why empathy beats mandates every time. How to spot (and respond to) those “awkward but honest” moments like a pro. Flexibility isn’t a perk—it’s the new standard. Why spontaneous hallway convos still matter (and how to make them happen). How modeling wellness creates psychological safety. Training teams for change so the next curveball doesn’t throw them. Rituals, celebrations, and why your team actually wants them—even if they roll their eyes. Who This Episode Is For: People leaders, HR pros, team managers—or anyone navigating the weird, wonderful world of hybrid work. If you want your people to show up (and stay), this episode is your blueprint for building trust, boosting engagement, and creating a workplace that feels good to be in. Take a break from your emails, slam your laptop shut for 30ish minutes, and come have a Workday Playdate with us. Here is your link to download the free that Erin mentioned in the episode. Ready to take one small step toward showing up with more clarity and confidence? Download our newest freebie——a 4-step guide to crafting a professional persona that actually feels like you. This plug-and-play resource helps you define how you want to be seen, align your presence with your purpose, and lead with authenticity (not performance). No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/37147250

Snack 19: Hybrid Work is Hard, But This Trick Will Make Office Returns Smooth 06/23/2025

Snack 19: Hybrid Work is Hard, But This Trick Will Make Office Returns Smooth In today’s Workday Playdate Snack, we’re tackling the hybrid work headache—and no, we’re not talking about the flickering office lights or the ancient coffee machine no one remembers how to clean. We’re talking about the emotional fog that creeps in when your team is half-on-Zoom, half-in-person, and 100% disconnected. The Problem: You’ve asked your team to return to the office a few days a week. Some show up with smiles. Others show up with...resentment. And some just show up for the snacks. Hybrid work isn’t just a scheduling issue—it’s a culture shift. And if you’re the one coordinating who’s in, who’s out, and whether “Taco Tuesday” counts as strategy… we see you. Why It Matters: According to Gallup, only 28% of employees feel connected in hybrid environments. Connection isn’t a luxury—it’s the glue. Without it, collaboration and morale fall flat. The Improv Hack to Try: The Wrong Name Game In your next meeting, have everyone make up a goofy name and fake job title. “Hi, I’m Tater McSnazzle, Chief Glitter Strategist.” “I’m Rufus Bucket, Senior Cloud Fluffer.” Yes, it’s weird. But it works. Play cuts through awkwardness and builds connection fast—whether you’re face-to-face or floating in the Zoomverse. Why it works: Breaks the ice in a low-stakes, high-fun way Sparks laughter and lowers tension Creates a sense of shared experience—even virtually Coming up Wednesday: Ready to go deeper? Don’t miss Episode 296: Hybrid Headaches? Here’s How to Make the Office Return Less Awkward & More Awesome. You’ll get practical tools to rehumanize your hybrid culture, one joyful moment at a time. Because rebuilding connection isn’t about forcing people back to desks—it’s about helping them find each other again. Feeling overwhelmed in high-stakes moments? Download our latest free resource——a concise guide to navigating uncertainty with poise. In just five minutes, you'll learn how to center yourself, assess the situation, and respond with confidence. This actionable toolkit equips you with the tools to stay grounded and make clear decisions when it matters most. No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/37107265

295: Play More, Fight Less: The Secret to Happier Relationships with Greg Tavares and Amber Nash 06/18/2025

295: Play More, Fight Less: The Secret to Happier Relationships with Greg Tavares and Amber Nash In this episode of Workday Playdate, Erin explores what every team—at work and at home—needs more of: play. Joined by real-life partners and improv powerhouses Greg Tavares and Amber Nash, this episode dives into how playful communication can defuse tension, deepen connection, and make conflict feel a whole lot less... combative. Greg, an improv teacher and facilitator with decades of experience helping teams collaborate more creatively, joins forces with Amber, a voiceover actor best known as Pam on Archer, to unpack how the tools of improv aren’t just for the stage—they’re for the conference room, the kitchen, and everywhere in between. From mismatched communication styles to stuck-in-a-rut dynamics, this episode is a fresh take on resolving conflict without losing your cool—or your connection. Whether you're managing workplace drama or relationship tension, this one’s packed with practical wisdom and plenty of laughs. Inside This Episode: Why “Yes, And” is more than an improv cliché—it’s a relationship game-changer How to argue less by listening more (and differently) The science behind play and its impact on emotional regulation Spotting your partner’s “bids” for connection—and not missing them How to fight in ways that are productive, not punitive Real-world exercises to bring more curiosity and humor into conflict Why improv-trained teams collaborate better—and how to borrow their tricks Why laughter really is the best medicine for tension What makes couples and coworkers more resilient together Who This Episode Is For: This one’s for anyone tired of the same old arguments—whether with your partner, your teammate, or your boss. If you want to replace reactivity with creativity, and tension with trust, tune in. Whether you’re leading a team or living with one, this episode is your permission slip to play more, fight less—and have way more fun doing it. Take a break from your emails, slam your laptop shut for 30ish minutes, and come have a Workday Playdate with us. Ready to take one small step toward showing up with more clarity and confidence? Download our newest freebie——a 4-step guide to crafting a professional persona that actually feels like you. This plug-and-play resource helps you define how you want to be seen, align your presence with your purpose, and lead with authenticity (not performance). No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Greg Tavares and Amber Nash Connect with them at Greg’s Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/37054860

Snack 18: How Playfulness Can Save Your Relationships 06/16/2025

Snack 18: How Playfulness Can Save Your Relationships In today’s Workday Playdate Snack, we’re talking about the kind of conflict resolution that doesn’t involve a six-part text thread or passive-aggressive dishwasher loading. We’re diving into how playfulness—yes, even mid-fight—can be your secret weapon for stronger, happier relationships. Whether it’s your partner, roommate, or that one family member who treats the group chat like a TED Talk… this snack is for you. The Problem: You’re crushing deadlines at work—but stuck in a weird silence at home. Maybe it was about socks. Or the dishes. Or nothing at all. And now you’re trying to lead a team while low-key simmering with resentment. Spoiler: unresolved tension doesn’t stay home. It follows you to Zoom. Why It Matters: Research shows emotional residue from personal relationships impacts performance, presence, and psychological safety at work. You can't be fully present in the boardroom if you're still replaying last night’s kitchen argument. The Improv Hack to Try: The Silent Scene Yes, it’s as ridiculous—and effective—as it sounds. Next time things get tense with your partner, skip the serious convo and act out a mundane task (like folding laundry) with exaggerated mime and facial expressions. No words. Just play. Why it works: Interrupts the fight-or-flight cycle Sparks laughter and connection Rebuilds rhythm and sync—without a 45-minute processing session It's improv for intimacy. Lucille Ball meets couple’s therapy. Coming up Wednesday: Ready to take this playful practice even deeper? Don’t miss Episode 295 — Play More, Fight Less: The Secret to Happier Relationships featuring improv power couple Greg Tavares and Amber Nash (yep, Pam from Archer). Ready to take one small step toward showing up with more clarity and confidence? Download our newest freebie——a 4-step guide to crafting a professional persona that actually feels like you. This plug-and-play resource helps you define how you want to be seen, align your presence with your purpose, and lead with authenticity (not performance). No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/37018835

294: Layoffs Ahead? Here’s How to Stay Human (and Keep Your Team’s Trust) 06/11/2025

294: Layoffs Ahead? Here’s How to Stay Human (and Keep Your Team’s Trust) In this episode of Workday Playdate, Erin tackles one of the toughest parts of leadership: layoffs. When budgets shrink and change feels unavoidable, how do you show up with empathy, clarity, and integrity? Spoiler: it’s not just about delivering the news—it's about leading through uncertainty with heart. From the emotional toll of workforce reductions to the ripple effects on culture and trust, Erin shares what leaders often get wrong—and how to get it right. With seven actionable tips, this episode is a masterclass in human-first leadership during hard times. Whether you're facing tough decisions, navigating team transitions, or simply want to lead with more care and clarity, this conversation is a must-listen reset for today’s evolving workplace. Inside This Episode: Why layoffs require more than just logistics—they require emotional intelligence The power of early, frequent, and honest communication How to acknowledge emotions without losing momentum Why direct managers need to be involved (not just HR) The lasting impact of how you treat employees on the way out How to retain trust and morale in the wake of change Why team check-ins matter more than ever during uncertainty How to empower your team to co-create what’s next Why self-care is a leadership strategy, not a luxury Who This Episode Is For: This one’s for the leaders in transition, the HR pros in the hot seat, and anyone who’s had to make the hard calls. If you’re navigating layoffs, reorgs, or any kind of change—and you want to do it without losing your team’s trust or your own sense of self—this episode is your guide to leading with empathy, communication, and courage. Take a break from your emails, slam your laptop shut for 30ish minutes, and come have a Workday Playdate with us. Ready to take one small step toward showing up with more clarity and confidence? Download our newest freebie——a 4-step guide to crafting a professional persona that actually feels like you. This plug-and-play resource helps you define how you want to be seen, align your presence with your purpose, and lead with authenticity (not performance). No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/36945465

Snack 17: Trust Falls, But Not Like That — Keeping It Real During Reorgs 06/09/2025

Snack 17: Trust Falls, But Not Like That — Keeping It Real During Reorgs In today’s Workday Playdate Snack, we’re talking about the kind of trust fall that doesn’t involve closing your eyes and hoping Linda from Accounting catches you. Nope—we’re talking about the invisible, emotional kind. The one that happens during reorgs, layoffs, and those delightfully vague “strategic shifts” when your team is quietly wondering, “Are we safe? Can we trust you? Or should I start updating my LinkedIn headline to ‘Open to Work’?” If you're leading through change (or just trying to survive it)—this snack is for you. The Problem: Here’s the situation: Your company is “reimagining,” “realigning,” or “restructuring”—aka, no one knows what’s actually happening. And while the all-hands slides say “exciting opportunities ahead,” your team is refreshing their résumés and watching your every move. Why? Because trust doesn’t disappear in a reorg—it falls. And someone’s gotta catch it. That someone? You. Trust isn’t built through promises—it’s built through presence. Through honesty. Through leaders who are willing to say: “Here’s what I know. Here’s what I don’t. And here’s what I do know—we’ll figure it out together.” The Improv Hack to Try: The “Yes, And… But Also” Technique Here’s how to lead when everything’s unclear—without pretending to have all the answers.Use this structure when delivering change or uncertainty: “Yes, and…” to validate what’s real and open space for what’s possible “But also…” to acknowledge fears and bring humanity into the room Try this: “Yes, we’re going through changes, and I know that can feel unsettling. But also—I believe in this team’s ability to stay connected and support one another.” It’s not spin. It’s not sugarcoating. It’s leadership that’s rooted in reality and hope. Try it at your next team meeting. Watch what happens when trust stops falling—and starts rising. Coming up Wednesday: If this snack hit home, don’t miss Wednesday’s full-length episode: Episode 294 — Layoffs Ahead? Here’s How to Stay Human (and Keep Your Team’s Trust). Ready to take one small step toward showing up with more clarity and confidence? Download our newest freebie——a 4-step guide to crafting a professional persona that actually feels like you. This plug-and-play resource helps you define how you want to be seen, align your presence with your purpose, and lead with authenticity (not performance). No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/36815980

293: PAY UP! Why Women Deserve More & How to Get It – with Reshma Saujani 06/04/2025

293: PAY UP! Why Women Deserve More & How to Get It – with Reshma Saujani In this powerful episode of Workday Playdate, Erin sits down with Reshma Saujani—founder of Girls Who Code, CEO of Moms First, and author of Pay Up—for a no-holds-barred conversation about what it really takes to thrive as a woman in today’s workplace. Spoiler: it's not just about negotiating harder or leaning in. It's about rewriting the entire playbook. From the impossible pressures of pandemic parenting to the unspoken challenges of midlife, Reshma and Erin talk truth about uncertainty, burnout, and the myth of “having it all.” This episode is equal parts validation, empowerment, and a rally cry for change. Whether you’re a working mom, a leader in transition, or someone searching for more meaning at work, this conversation will leave you feeling seen, fired up, and ready to reclaim your power—with purpose and play. Inside This Episode: Why “having it all” is a trap—and what to pursue instead How the pandemic exposed cracks in how we treat working moms The truth about aging, ambition, and midlife power Why self-care isn’t selfish—it’s strategic How imposter syndrome steals your voice (and how to get it back) What men can do to support real gender equity at work Why presence matters more than perfection The role of purpose in career clarity and fulfillment How to lead with empathy, advocacy, and aligned communication Who This Episode Is For: This one’s for the moms, the mentors, the midlifers, and anyone feeling stuck between burnout and big dreams. If you’ve ever questioned your worth, struggled to speak up, or wondered whether you’re allowed to want more—this episode is your permission slip. And if you’ve been searching for new ways to lead, live, and rise? Reshma’s wisdom is the reset button your soul’s been waiting for. Take a break from your emails, slam your laptop shut for 30ish minutes, and come have a Workday Playdate with us. Ready to take one small step toward showing up with more clarity and confidence? Download our newest freebie——a 4-step guide to crafting a professional persona that actually feels like you. This plug-and-play resource helps you define how you want to be seen, align your presence with your purpose, and lead with authenticity (not performance). No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Reshma Saujani Reshma’s Reshma’s Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/36787005

Snack 16: Tired of Settling? Here’s How Women Can Start Earning What They Deserve at Work 06/02/2025

Snack 16: Tired of Settling? Here’s How Women Can Start Earning What They Deserve at Work In today’s Workday Playdate Snack, we’re serving up some truth for anyone who’s ever screamed into their steering wheel after a one-on-one like, “How does Brad STILL make more than me?” If you’ve ever been underpaid, undervalued, or under-celebrated—this snack is for you. The Problem: Here’s the tea: Women are doing the absolute most. More emotional labor. More coordinating. More everything. And yet—less recognition, less pay, and fewer opportunities. We’ve been fed a narrative that if we just negotiate better or manifest harder, things will change. But let’s be honest: the system wasn’t built for us. So, we end up overachieving and under-receiving—and wondering why we’re so exhausted. Here’s a stat to file under “rage fuel”: Women still earn 82 cents to every dollar a man makes. And for women of color? The gap only grows. If you’ve ever thought, “Why does this feel so hard?”—you’re not imagining it. You’re experiencing a system designed to burn you out and keep you quiet. But here’s the good news: We may not have built the system—but we sure as hell can break it. And rebuild it in our image. The Improv Hack to Try: The Reverse Résumé Game Here’s how it works: Partner up with a trusted friend, or just hit record solo. Pretend you’re your own agent. You’ve got 60 seconds to pitch yourself for a dream gig. The twist? You can’t mention anything from your actual résumé. No titles. No companies. Just the real you. Think: The time you calmed a furious client with zero drama. How you led a team through layoffs with compassion. That week you juggled three deadlines while your kid had the flu—and still delivered. Those stories? They’re your power. This improv hack rewires your brain from “Do I deserve this?” to “Damn right I do—and here’s why.” Coming up Wednesday: Feeling fired up? Then don’t miss Wednesday’s full episode—Episode 293: Pay Up with Reshma Saujani (yes, the founder of Girls Who Code + CEO of Moms First). If you're tired of overworking and under-earning, this episode is your invitation to burn the old rules and build new ones. Ready to take one small step toward showing up with more clarity and confidence? Download our newest freebie——a 4-step guide to crafting a professional persona that actually feels like you. This plug-and-play resource helps you define how you want to be seen, align your presence with your purpose, and lead with authenticity (not performance). No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/36786660

292: 5 Improv Leadership Tips to Bring Out the Best in Your Quiet Teammates 05/28/2025

292: 5 Improv Leadership Tips to Bring Out the Best in Your Quiet Teammates In this episode of Workday Playdate, Erin flips the script on traditional leadership by spotlighting the power of the quiet ones. Through a playful and practical lens, she explores how introverted teammates can be supported, celebrated, and set up to thrive—not just survive—in today’s fast-paced work environments. Erin shares five improv-inspired leadership strategies that help draw out the brilliance of quieter team members without forcing them to be louder. From private validation to the power of the pause, she breaks down actionable ways to lead with intention, empathy, and inclusivity. This episode is a love letter to the introverted leaders, the behind-the-scenes rockstars, and anyone who’s ever felt overlooked in a brainstorm. Because leadership isn’t about who talks the most—it’s about who listens well and creates space for others to rise. Inside This Episode: Why introverted leaders are often underestimated—and how to change that Five improv leadership tips that uplift quieter teammates The value of validating ideas in private vs. public praise How to structure meetings with pause points that promote deeper thinking Using smaller, more intimate settings to encourage input Matching roles to individual strengths, not just personalities Why vulnerability starts with you—and how it impacts team safety Creating cultures where quiet voices feel heard, not hidden Who This Episode Is For: If you're a leader who wants to make space for every voice at the table—or if you are the quiet voice that’s ready to be heard—this episode is for you. Whether you’re managing a team, facilitating a workshop, or just trying to survive your fifth meeting of the day, Erin offers strategies to help you lead with more compassion, clarity, and confidence. Especially if you're an introvert (or love one), this one’s not to be missed. Take a break from your emails, slam your laptop shut for 30ish minutes, and come have a Workday Playdate with us. Ready to take one small step toward showing up with more clarity and confidence? Download our newest freebie——a 4-step guide to crafting a professional persona that actually feels like you. This plug-and-play resource helps you define how you want to be seen, align your presence with your purpose, and lead with authenticity (not performance). No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/36744385

Snack 15: Yes, And...for Introverts: Leadership Tweaks That Actually Work 05/26/2025

Snack 15: Yes, And...for Introverts: Leadership Tweaks That Actually Work In today’s Workday Playdate Snack, we’re sending a leadership love letter to the quiet ones—the deep thinkers, the spreadsheet whisperers, the back-row observers who see everything. Because if you’ve ever left a meeting thinking, “Why didn’t they speak up?” or “I wish I’d said that…”—this snack’s for you. The Problem: Okay, picture this: You’re in a team meeting. The extroverts are riffing, the whiteboard is filling up, and you notice someone hasn’t said a word. You know they’ve got gold in their head, but they haven’t chimed in. Or maybe... that person is you. Too many workplaces reward the loudest voice in the room. But when we only value volume, we silence vision. And let’s be real—your quiet teammates? They’re not zoned out. They’re tuned in. The Improv Hack to Try: The Character Swap Hack What can you do to make space for that quiet brilliance? Here’s a leadership tweak I’ve never shared before—and it’s straight from the improv stage. Before your next meeting, mentally pick a quieter teammate. (No need to tell them—it’s your secret leadership lab.) Then ask: How would they run this meeting? What would they focus on? How would they pace it? Now the fun part: Kick off the meeting as if you were them. Use their tone, their cadence, their intentionality. In improv, we step into other characters to explore new perspectives. And when you do this in leadership? You build empathy, highlight hidden genius, and create meetings that feel less like a race—and more like a rhythm. Bonus: You might just change your whole team vibe for the better. Coming Up Wednesday: Loved this Snack? Don’t miss Wednesday’s full episode: Episode 292: 5 Improv Leadership Tips to Bring Out the Best in Your Quiet Teammates. It’s jam-packed with research, real stories, and tools you can use immediately to turn down the noise—and turn up the impact. Ready to take one small step toward showing up with more clarity and confidence? Download our newest freebie——a 4-step guide to crafting a professional persona that actually feels like you. This plug-and-play resource helps you define how you want to be seen, align your presence with your purpose, and lead with authenticity (not performance). No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/36711860

291: Introvert to Bold Leader: How Small Risks Turn Into Big Wins (Without Burning Out) with Cristy von 05/21/2025

291: Introvert to Bold Leader: How Small Risks Turn Into Big Wins (Without Burning Out) with Cristy von In this episode of Workday Playdate, Erin welcomes keynote speaker, facilitator, and introverted powerhouse Cristy von to the mic for a conversation that redefines what it means to lead from a place of quiet strength. Together, they dig into the surprising overlap between improv and introversion, showing how safe spaces, self-awareness, and a little bit of “yes, and” can transform leadership from the inside out. Cristy shares her journey from mistaking herself for an extrovert to fully embracing her introverted identity—and how that shift changed the way she leads, connects, and recharges. This episode is a powerful reminder that leadership doesn’t require being the loudest in the room. Sometimes, it starts with simply knowing your limits and honoring them. Whether you're leading workshops, giving keynotes, or just trying to survive your next Zoom call, this one’s for anyone who's ever wondered if quiet can still be commanding. (Spoiler alert: it absolutely can.) Inside This Episode: Why Cristy used to think she was an extrovert—and what changed How improv became a launchpad for her confidence The importance of creating safe, inclusive workshop spaces What keynote speaking taught Cristy about energy management The link between vulnerability and powerful facilitation Why collaboration between introverts and extroverts matters more than ever The mindset shift that helped Cristy find joy (and her voice) at work Who This Episode Is For: This episode is for the introverts in leadership roles, the workshop facilitators who crave real connection, and the quiet professionals looking to own their power without pretending to be someone they’re not. If you’re a recovering over-functioner who wants to lead with authenticity, boundaries, and a sense of play—pull up a chair. Take a break from your emails, slam your laptop shut for 30ish minutes, and come have a Workday Playdate with us. Ready to take one small step toward showing up with more clarity and confidence? Download our newest freebie——a 4-step guide to crafting a professional persona that actually feels like you. This plug-and-play resource helps you define how you want to be seen, align your presence with your purpose, and lead with authenticity (not performance). No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Cristy von Cristy’s Cristy’s improve it! about Cristy’s keynote: The Introverted Leader Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/36655510

Snack 14: Lead Loudly (Even If You’re Quiet): Introvert Lessons 05/19/2025

Snack 14: Lead Loudly (Even If You’re Quiet): Introvert Lessons In today’s Workday Playdate Snack, we’re giving the quiet leaders in the room a standing ovation—and a strategy. Because if you’ve ever felt invisible in loud leadership spaces, this one’s for you. The Problem: Corporate culture often rewards the boldest brainstormer, the fastest talker, the loudest voice. But what if you’re the deep thinker, the one who shines in 1:1s, and recharges solo? Too often, introverted leaders are overlooked—not because they lack ideas, but because they don’t shout them. That’s not a flaw. That’s a missed opportunity…for everyone else. The Improv Hack to Try: “The Power Pause” Next time you're in a meeting and have something to say—don’t jump in fast to prove you’re ready. Wait. Take a beat. Let the room settle. Then drop your insight with intention. That pause? It signals thoughtfulness, confidence, and leadership—without you ever raising your voice. In improv, silence isn’t awkward—it’s powerful. Use it to own your space and lead, your way. Want More Like This? Don’t miss Wednesday’s episode—Episode 291: “Introvert to Bold Leader: How Small Risks Turn Into Big Wins (Without Burning Out).” You’ll hear from Cristy Von, our Director of Talent at improve it!, as she shares her journey from quietly capable to boldly confident—and how improv helped her lead without changing who she is. Ready to take one small step toward showing up with more clarity and confidence? Download our newest freebie——a 4-step guide to crafting a professional persona that actually feels like you. This plug-and-play resource helps you define how you want to be seen, align your presence with your purpose, and lead with authenticity (not performance). No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/36624360

290: Leaders Who Want to Thrive (Not Just Survive) NEED These 10 Self-Care Moves 05/14/2025

290: Leaders Who Want to Thrive (Not Just Survive) NEED These 10 Self-Care Moves In this episode of Workday Playdate, Erin takes the mic solo to spotlight a crucial topic often overlooked in hustle culture: self-care as a leadership strategy. Drawing from her own experience, she unpacks the often-misunderstood concept of introverted leadership and why rest, boundaries, and joy aren't just nice-to-haves, but non-negotiables for modern leaders. Erin shares a Top 10 list of creative, practical self-care strategies tailored for professionals who are tired of pretending that inbox zero is the holy grail. This episode is a reminder that thriving doesn’t require over-functioning—and that real productivity begins with personal peace. Inside This Episode: Why introverted leadership is powerful, not passive The link between play and productivity How sleep is an underrated leadership tool Why saying “no” is a radical act of self-preservation A refreshing top 10 list of self-care strategies you actually want to try Who This Episode Is For: This episode is for the quietly powerful, the recovering overachievers, the leaders who feel stretched thin but want to thrive without burning out. If you’re craving a leadership style rooted in wellness, boundaries, and joy—this one’s for you. Take a break from your emails, slam your laptop shut for 30ish minutes, and come have a Workday Playdate with us. If you’re interested in taking one small action right now, you can check out our newest freebie, The Psychological Safety Playbook for Leaders . Use this plug-and-play guide to building an environment where your team feels safe to share bold ideas, take creative risks, and fully engage in the work that matters most. No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/36556515

Snack 13: The Real Reason You’re Tired (And It’s Not Just Your Calendar) 05/12/2025

Snack 13: The Real Reason You’re Tired (And It’s Not Just Your Calendar) In today’s Workday Playdate Snack, we’re tackling the kind of tired a nap can’t fix. Because if your soul is sighing—not just your body—this one’s for you. The Problem: You’re not just exhausted from meetings, deadlines, and life logistics. You’re tired because you’re performing all day and rarely just being. You’re juggling ten roles at once—boss, parent, mentor, inbox warrior—but none of them feel like the full, real you. That’s not burnout. That’s identity fatigue. The Improv Hack to Try: “Play the Wrong Character on Purpose” Today, in just one meeting, switch it up: Usually the fixer? Be the one who asks all the questions. Constantly over-prepared? Wing it (just a little). The quiet one? Try on bold, bubbly energy—just for fun. This isn’t about being fake. It’s about giving your overused identity a break and waking up parts of yourself that miss the spotlight. Want More Like This? Don’t miss Wednesday’s episode—Ep 290: Leaders Who Want to Thrive (Not Just Survive) NEED These 10 Self-Care Moves. We’re talkin’ naps, wiggling, calendar boundaries, and something called an LSD Day (no, not that LSD—but yes, it’s still life-changing). If you’re interested in taking one small action right now, you can check out our newest freebie, The Psychological Safety Playbook for Leaders . Use this plug-and-play guide to building an environment where your team feels safe to share bold ideas, take creative risks, and fully engage in the work that matters most. No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/36519165

289: Success, But Make It Joyful: How to Align Your Work with What Lights You Up with Rha Goddess 05/07/2025

289: Success, But Make It Joyful: How to Align Your Work with What Lights You Up with Rha Goddess Rha Goddess (Intentional Ambition: Redefining Success in a Post-Pandemic World) is a soul coach, author, cultural innovator, and founder of Move The Crowd. Rha Goddess returns to Workday Playdate to unpack what it means to lead with clarity, rest, and purpose in a world still recovering from burnout. She and Erin explore how our definitions of success have evolved, why rest is a leadership skill, and how intentional ambition is changing the way we work and live. Rha and Erin discuss the emotional toll of overwork, the quiet power of introversion, and how small, joyful rituals can help us heal from grief, anxiety, and the hustle-at-all-costs culture. This episode is a call to redefine ambition on your own terms—and to choose joy, even on a Tuesday. Inside This Episode: Why managing your energy matters more than managing your time The hidden trauma behind overwork, caregiving, and grief What it really means to rest with intention How small moments of joy can spark big change The power of creativity and play in daily work life Who This Episode Is For: This episode is for anyone who’s tired of chasing someone else’s definition of success, who’s healing from burnout or loss, or who just needs permission to rest, reset, and realign. Take a break from your emails, slam your laptop shut for 30ish minutes, and come have a Workday Playdate with us. Here is the previous episode with Rha that’s mentioned: If you’re interested in taking one small action right now, you can check out our newest freebie, The Psychological Safety Playbook for Leaders . Use this plug-and-play guide to building an environment where your team feels safe to share bold ideas, take creative risks, and fully engage in the work that matters most. No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Rha Goddess Rha’s Rha’s Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/36462175

Snack 12: How to Align Your Work with What Truly Lights You Up 05/05/2025

Snack 12: How to Align Your Work with What Truly Lights You Up In today’s Workday Playdate snack, we’re talking about moving beyond the checklist version of success—and finding work that actually energizes you. The Problem: You’ve hit the career milestones, but something still feels off. You’re busy, sure—but not fulfilled. That’s not laziness or burnout. It’s misalignment. The Improv Hack to Try: “The Commercial Break” Take 30 seconds and pitch your dream job like you’re in a commercial. Say what you do, who you help, and why it matters—in your most over-the-top voice. Then reflect: What felt real? That’s your purpose, hidden in plain sight. Journal Prompts: 1. What parts of my work feel most meaningful? 2. What’s draining me—and why am I holding onto it? 3. What would my ideal workday look like? If you’re interested in taking one small action right now, you can check out our newest freebie, The Psychological Safety Playbook for Leaders . Use this plug-and-play guide to building an environment where your team feels safe to share bold ideas, take creative risks, and fully engage in the work that matters most. No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/36437530

288: You Spend 90,000 Hours of Your Life at Work - Here's How to Create Real Connection with Adam Dorsay 04/30/2025

288: You Spend 90,000 Hours of Your Life at Work - Here's How to Create Real Connection with Adam Dorsay Dr. Adam Dorsay (Super Psyched: The Power of the 4 Types of Connection) is an author, psychologist, TEDx speaker, and podcast host. Dr. Adam Dorsay joins Workday Playdate to talk about the four kinds of connection that can radically transform your life, why enthusiasm is a secret superpower, and how adult friendships are often more vital—and more fragile—than we realize. Adam and Erin discuss the emotional lift of reviving past passions, the surprising benefits of JOMO (joy of missing out), and what improv can teach us about personal growth and taking creative risks. Inside This Episode: The difference between connection and proximity How we somaticize emotional struggles Why feeling awe might be the key to breaking through loneliness Who This Episode Is For: This episode is for anyone feeling a bit disconnected—from others, from themselves, or from the creative spark they used to have. Take a break from your emails, slam your laptop shut for 30ish minutes, and come have a Workday Playdate with us. If you’re interested in taking one small action right now, you can check out our newest freebie, The Psychological Safety Playbook for Leaders . Use this plug-and-play guide to building an environment where your team feels safe to share bold ideas, take creative risks, and fully engage in the work that matters most. No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Dr. Adam Dorsay Dr. Adam’s Dr. Adam’s Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/36370680

Snack 11: How to Stop Hating Your Job & Actually Like the People You Work With 04/28/2025

Snack 11: How to Stop Hating Your Job & Actually Like the People You Work With In today’s Workday Playdate snack, we’re talking about how to stop hating your job—and maybe even enjoy the humans you work with. The Problem: If you’re dreading Slack pings, counting down to Friday, or secretly fantasizing about moving to a remote island with zero meetings… it might not just be burnout. It might be a connection problem. We spend 90,000 hours of our lives at work—if we’re not feeling seen or having any fun, that’s a soul issue, not a schedule issue. The Improv Hack to try at your next meeting: “Role Call Remix.” Before your next meeting, toss out one unexpected, totally non-work prompt—but assign everyone a role to answer in. Like: “Answer as if you’re a pirate who just got promoted.” “Respond like your teenage self.” “Pretend you’re your favorite snack food come to life.” It’s weird. It’s wonderful. And it gets people out of robot mode and into real connection—fast. That’s the snack. Show up human. Get a little weird. And remember—work gets way better when we stop pretending and start playing. Journal Prompts: Where could I bring a little more humanity into my next meeting? Who on my team might be craving real connection? What part of my personality doesn’t usually show up at work—but could? If you’re interested in taking one small action right now, you can check out our newest freebie, The Psychological Safety Playbook for Leaders . Use this plug-and-play guide to building an environment where your team feels safe to share bold ideas, take creative risks, and fully engage in the work that matters most. No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/36309400

287: Breaking the Silence: A Male Perspective on Infertility & Leadership 04/23/2025

287: Breaking the Silence: A Male Perspective on Infertility & Leadership John Diehl is the head of talent development, a results-oriented HR professional, and Erin’s life partner. John joins the Workday Playdate to share his perspective on infertility, what it means to let go of a “fix it” mentality, and why having a core support group is instrumental to processing life events. Inside This Episode: Why men may feel pressure to take on a supportive role without knowing how when it comes to infertility/IVF The emotional toll infertility can take on mental health and work performance How leaders can create safe spaces for conversations about infertility Who This Episode Is For: Anyone who has experienced challenges from infertility/IVF and knows someone who has—this one’s for you. Take a break from your emails, slam your laptop shut for 30ish minutes, and come have a Workday Playdate with us. And if you’re interested in taking one small action right now, you can check out our newest freebie, The 5-Minute Team Commitment Reset, . It’s a plug-and-play exercise that will get your team mentally present, engaged, and committed before any meeting. No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/36270135

Snack 10: How to Lead with Vulnerability & Break the Silence 04/21/2025

Snack 10: How to Lead with Vulnerability & Break the Silence In today’s Workday Playdate snack, we’re talking about vulnerability at work and why speaking up might be the boldest move you make all week. The Problem: We’re taught to keep it polished and professional. But when life—grief, burnout, infertility—shows up, we go quiet. That silence creates distance. Between teammates. Between leaders. Even within ourselves. The Improv Hack to try at your next meeting: “Before we dive in—quick vibe check. I’m feeling ___ today, and that’s what I’m bringing into the room.” You start. Keep it honest. That one moment of realness makes it safer for others to show up, too. That’s the snack. Lead with your whole self. Keep it honest, keep it human. More soon. Journal Prompts: Where am I playing it safe instead of being real? Who on my team might need more space to be seen? What story am I holding back that could connect us? And if you’re interested in taking one small action right now, you can check out our newest freebie, The 5-Minute Team Commitment Reset . Use this plug-and-play exercise at the start of any meeting to get your team mentally present, engaged, and committed. No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/36222220

286: The "Hey Wait" Technique: How to Set Boundaries Like a Leader with Jay Fields 04/16/2025

286: The "Hey Wait" Technique: How to Set Boundaries Like a Leader with Jay Fields Jay Fields is an author, somatic coach, and experiential educator. Jay joins the Workday Playdate to discuss the importance of setting boundaries, the emotional complexities of relationships, and how to navigate communication overload while maintaining empathy. Jay introduces the “Hey Wait” technique, a simple yet powerful tool for asserting yourself in conversations when you may be used to leaving yourself out. Jay also shares why we develop people pleasing patterns (hint: it has something to do with how we think about connection). Inside This Episode: Why empathy does not mean sacrificing your own needs in relationships Why acknowledging your own reality is crucial for healthy communication Why people pleasing doesn’t equal being a “good” person in relationships Who This Episode Is For: Anyone who identifies as a “recovering people pleaser,” anyone looking to set stronger personal and professional boundaries, or anyone who’s looking for techniques to advocate for themselves in conversations of all kinds—this one’s for you. Take a break from your emails, slam your laptop shut for 30ish minutes, and come have a Workday Playdate with us. And if you’re interested in taking one small action right now, you can check out our newest freebie, The 5-Minute Team Commitment Reset, . It’s a plug-and-play exercise that will get your team mentally present, engaged, and committed before any meeting. No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Jay Fields Jay’s Jay’s Jay's Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/36186090

Snack 9: Dare to Speak Up: The Leadership Skill You’re Overlooking 04/14/2025

Snack 9: Dare to Speak Up: The Leadership Skill You’re Overlooking Today, we’re talking about why teams hesitate to speak up and how to change that. If you’ve ever felt like your voice doesn’t matter in meetings, that stops now. The Problem – Why Teams Aren’t Engaged: When a leader asks, “Any questions?” and no one speaks, it’s not because there’s nothing to say. It’s because people don’t feel safe to share. When voices stay silent, innovation stalls, ideas get repetitive, and a few people dominate conversations. The Solution – The Wrong Answers Only Challenge: At your next meeting, challenge yourself (or your team) to go first—but start with a deliberately wrong answer. Example: If someone asks, “How should we improve client engagement?” You say: “Let’s start responding to emails in Morse code.” Or if your boss asks, “How do we cut costs?” You respond: “Sell our office chairs and replace them with bean bags.” Why? Removing the pressure to be right makes it easier to contribute. It also lightens the mood and gets people thinking more creatively. When you practice this exercise regularly, it will overflow into the moments when you’re not practicing it—creating a culture that’s not afraid to share, speak up, and contribute creative solutions. Journal Prompts to chew on: When have I held back from sharing an idea? Why? How can I bring more playfulness to work conversations? Has a wrong answer ever led me to a breakthrough? And if you’re interested in taking one small action right now, you can check out our newest freebie, The 5-Minute Team Commitment Reset . Use this plug-and-play exercise at the start of any meeting to get your team mentally present, engaged, and committed. No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/35997350

285: Redefining Family: A Candid Talk on Secondary Infertility 04/09/2025

285: Redefining Family: A Candid Talk on Secondary Infertility What happens when the path to family doesn’t go as planned? In this episode of Workday Playdate, Erin gets deeply personal, sharing her journey through secondary infertility—a topic that too often goes unspoken. From the rollercoaster of IVF to the emotional weight of grief and resilience, she opens up about the heartbreak, the healing, and the powerful lessons learned along the way. We dive into the complex emotions that come with infertility, the stigma surrounding secondary infertility, and the unexpected ways leadership and loss intertwine. Erin also shares the spiritual moments that helped guide her through, offering a message of hope to anyone facing a challenge that reshapes their definition of family. Inside This Episode: The raw reality of secondary infertility and why it’s often overlooked. The trauma and complexity of IVF—and how it impacts mental health. How grief and leadership can coexist in both personal and professional spaces. The power of spiritual insights in navigating difficult decisions. Redefining family on your own terms and finding peace in the process. Who This Episode Is For: Anyone who has struggled with infertility, faced unexpected detours in life, or felt the weight of grief while still showing up as a leader. If you need a reminder that healing isn’t linear, that your story matters, and that joy is still possible—this one’s for you. Get ready for an honest, heartfelt conversation that just might change the way you think about resilience, family, and the strength it takes to rewrite your own story. Here is the link to listen to the episode that Erin mentioned— And if you’re interested in taking one small action right now, you can check out our newest freebie, The 5-Minute Team Commitment Reset, . It’s a plug-and-play exercise that will get your team mentally present, engaged, and committed before any meeting. No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/35990015

Snack 8: How to Turn Challenges into Courageous Choices 04/07/2025

Snack 8: How to Turn Challenges into Courageous Choices Today, we’re talking about something you can use anytime, anywhere: flipping fear into fuel. If you want to turn challenges into courageous choices, you’re in the right place. The Problem: Why We Freeze at the Edge of Big Decisions Ever find yourself standing at a crossroads, knowing the bold choice is the right one, but feeling stuck? That’s your brain clinging to predictability like a security blanket. It’s not that you don’t have what it takes—it’s that uncertainty freaks your brain out. But here’s the kicker: YOU are the flashlight in the unknown. You get to light the way. The Solution: The Inner DJ Remix Hack Time to shake things up with a little mental DJ-ing. Your brain loves to spin the same old fear-based tracks on repeat. Here’s how you remix it: Next time your brain says, “This is too scary. I can’t do this,” STOP. Out loud (or in your head if you’re in public), say: “REMIX!” and swap the thought. Turn “I can’t” into “I’m learning how.” Turn “This is too much” into “I can handle hard things.” Make it FUN. Be dramatic. Pretend you’re a DJ scratching a record. Your brain thrives on novelty, and this playful shift rewires your fear response. Journal Prompts to chew on: What’s the current fear-based ‘track’ my brain keeps playing? What’s my new ‘REMIX’ thought? How can I physically embody this shift to make it stick? And if you’re interested in taking one small action right now, you can check out our newest freebie, The 5-Minute Team Commitment Reset . Use this plug-and-play exercise at the start of any meeting to get your team mentally present, engaged, and committed. No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/35989980

284: From Quiet Dreamer to Bold Leader: Her Make-A-Wish Story 04/02/2025

284: From Quiet Dreamer to Bold Leader: Her Make-A-Wish Story What if one wish could change everything? In this episode of Workday Playdate, Erin sits down with Dana and her family to talk about the incredible journey of how a single wish turned a shy, quiet dreamer into a bold, confident leader. Through the power of Make-A-Wish, Dana found her voice—and a love for beluga whales along the way. We dive into the emotional and unexpected ways a wish can transform not just a moment, but a lifetime. From overcoming fears to finding confidence in the little things—like paying for groceries or speaking in front of a crowd—Dana’s story is proof that sometimes, the biggest waves come from the smallest voices. Inside This Episode: How an eight-year-old’s wish to visit the Georgia Aquarium became a turning point in her life. The surprising confidence boost that came after petting a beluga whale’s tongue (yes, really). Why small steps—like asking for help in a grocery store—can lead to big personal growth. The ripple effect of a wish: how one moment of courage can change an entire mindset. What Dana’s parents learned about pushing past comfort zones and embracing new challenges. Who This Episode Is For: Anyone who has ever felt too small, too quiet, or too afraid to step outside their comfort zone. Parents looking for ways to empower their kids. And anyone who needs a reminder that courage isn’t always about being fearless—it’s about taking that first step, even when it’s scary. Get ready for a story that will warm your heart, make you laugh, and just might inspire you to take a bold step of your own. If you’re interested in donating to Erin’s Make-A-Wish fundraiser to help bring hope, joy, and strength to children facing critical illnesses—click And if you’re interested in taking one small action right now, you can check out our newest freebie, The 5-Minute Team Commitment Reset, . It’s a plug-and-play exercise that will get your team mentally present, engaged, and committed before any meeting. No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/35967045

Snack 7: How to Turn Dreams into Team Wins: The Leadership Glow-Up You Need 03/31/2025

Snack 7: How to Turn Dreams into Team Wins: The Leadership Glow-Up You Need Today, we’re talking about something anyone could use at any given time: a leadership sprucey spruce. If you want to turn team dreams into company wins, you’re in the right place. The Problem: Why Teams Are Not Engaged Ever feel like your team is running on autopilot? Like they’re doing just enough but not really bringing their A-game? It’s not because they don’t care—it’s because they don’t feel like their ideas matter. They’re waiting for permission to be bold. And guess what? You can give it to them. The Solution: The Out-of-the-Box Improv Hack You Need In today’s Snack, we’re shaking things up with a little game called The Fortune Teller Brainstorm. Here’s how it works: Have each team member write down a big, wild dream they have for the team—think moonshot ideas with no limits. Fold them up, toss them in a bowl, and randomly pull one out. As a group, pretend it’s five years in the future and this dream has already happened. How did you get there? What steps did you take? Just like that, you’ve turned a dream into a game plan. Try this in your next meeting and watch how quickly your team starts thinking big. Journal Prompts to chew on: What’s the wildest dream I have for my team’s success? How can I create a fun way to encourage new ideas? Who on my team needs a confidence boost today, and how can I give it to them? And if you’re interested in taking one small action right now, you can check out our newest freebie, The 5-Minute Team Commitment Reset . Use this plug-and-play exercise at the start of any meeting to get your team mentally present, engaged, and committed. No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/35934940

283: From Mistakes to Mastery: Career Tips for Bold, Courageous Leaders 03/26/2025

283: From Mistakes to Mastery: Career Tips for Bold, Courageous Leaders What does it take to leave a prestigious job at Google to chase your true passion? In this episode of Workday Playdate, Erin sits down with Jenny Wood, the visionary behind Google's Own Your Career program. Jenny candidly shares her transformative journey from a high-powered corporate role to embracing the uncertainties of entrepreneurship. She delves into the challenges of imposter syndrome, the courage required to be unapologetically selfish in pursuing personal goals, and the art of setting boundaries to maintain a healthy work-life balance. Jenny also introduces her innovative goal-setting framework, 'Rock, Chalk, Talk, Walk,' designed to help individuals clearly define and achieve their aspirations. Inside This Episode: The pivotal moments that led Jenny to leave Google and follow her passion. Understanding and overcoming imposter syndrome in professional transitions. The role of 'wild courage' in embracing one's unique traits and ambitions. Strategies for setting and maintaining boundaries to protect personal time. An introduction to the 'Rock, Chalk, Talk, Walk' goal-setting framework. Who This Episode Is For: Aspiring entrepreneurs, professionals contemplating a career change, and anyone seeking to overcome self-doubt to pursue their true passions. If you're looking for actionable insights on personal growth, boundary setting, and effective goal planning, this episode is a must-listen. And if you’re interested in taking one small action right now, you can check out our newest freebie, The 5-Minute Team Commitment Reset, . It’s a plug-and-play exercise that will get your team mentally present, engaged, and committed before any meeting. No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Jenny Wood Jenny’s Jenny’s Jenny’s book, Jenny’s Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/35867975

Snack 6: How to Turn Career Mistakes into Growth 03/24/2025

Snack 6: How to Turn Career Mistakes into Growth Hey, hey, Workday Playdate peeps! It’s time for your quick bite of leadership wisdom—a little boost of inspiration, energy, and playfulness to brighten your workday. Today, we’re talking about something we ALL have in common: mistakes. Yep, those cringe-worthy, face-palm moments that keep us up at night. But guess what? Your mistakes aren’t just embarrassing bloopers; they’re your greatest career growth hacks. So, what do we do? We improvise, using the The "Next Line, Please" Hack. What it is: In improv, when a scene stalls or someone blanks out, we use a simple trick: we ask for the next line. Instead of panicking, we literally turn to our scene partner and say, "Next line, please?" and they feed us something to work with. How to use it in real life: Ever been in a meeting where you completely blank on what to say? Or maybe you’re giving a presentation and your brain just short-circuits mid-sentence? Instead of freezing or rambling, do this: Pause. (Silence feels longer to you than it does to them.) Take a breath. (Gives your brain time to reset.) Ask for the ‘next line.’ This can be as simple as: "Can you repeat the question?" (Buys time and refocuses.) "Let me gather my thoughts for a second." (Gives permission to pause.) "That’s a great point—can you expand on that while I process?" (Keeps the conversation flowing.) This breaks the pressure of perfection and allows you to regroup without the awkwardness. Try it today! When you get stuck, don’t force it—just ask for the next line. If you’re interested in taking one small action right now, you can check out our newest freebie, The 5-Minute Team Commitment Reset . Use this plug-and-play exercise at the start of any meeting to get your team mentally present, engaged, and committed. No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show and click “Follow.” If you’re an Apple Podcast listener, click and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe . Connect with Erin Diehl x improve it! Erin’s Erin’s Erin’s Erin’s improve it!’s improve it!’s /episode/index/show/faileditpodcast/id/35807915

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