286: The "Hey Wait" Technique: How to Set Boundaries Like a Leader with Jay Fields
Release Date: 04/16/2025
293: PAY UP! Why Women Deserve More & How to Get It – with Reshma Saujani
Workday Playdate
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,...
info_outline
Snack 16: Tired of Settling? Here’s How Women Can Start Earning What They Deserve at Work
Workday Playdate
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...
info_outline
292: 5 Improv Leadership Tips to Bring Out the Best in Your Quiet Teammates
Workday Playdate
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...
info_outline
Snack 15: Yes, And...for Introverts: Leadership Tweaks That Actually Work
Workday Playdate
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...
info_outline
291: Introvert to Bold Leader: How Small Risks Turn Into Big Wins (Without Burning Out) with Cristy von
Workday Playdate
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...
info_outline
Snack 14: Lead Loudly (Even If You’re Quiet): Introvert Lessons
Workday Playdate
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...
info_outline
290: Leaders Who Want to Thrive (Not Just Survive) NEED These 10 Self-Care Moves
Workday Playdate
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...
info_outline
Snack 13: The Real Reason You’re Tired (And It’s Not Just Your Calendar)
Workday Playdate
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...
info_outline
289: Success, But Make It Joyful: How to Align Your Work with What Lights You Up with Rha Goddess
Workday Playdate
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...
info_outline
Snack 12: How to Align Your Work with What Truly Lights You Up
Workday Playdate
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,...
info_outlineJay 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, here. 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 review 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 Speakpipe audio clip 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 here and click “Follow.” If you’re an Apple Podcast listener, click here and make sure to hit “+Follow.”
- Want access to a bunch of free resources for your work life? This is your personal jackpot 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 here.
Connect with Jay Fields
Connect with Erin Diehl x improve it!