29. Flipping the Script on Your L&D Career with Sarah Cannistra
Release Date: 05/14/2025
L&D Must Change
L&D and customer education are similar, but not the same. There is a lot L&D can learn from this parallel profession. In this episode, Debbie Smith joins Jess Almlie to reveal the secrets of successful customer education that L&D should adopt as their own. They discuss why learners should feel empowered, not controlled whether or not those learners are external customers. As well as how L&D can adopt the data-driven, outcome-focused mindset that customer education requires. Jess and Debbie discuss The top priorities of customer education vs. L&D. The...
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Too often, training misses the mark because it skips the most important step. In this episode of L&D Must Change, Candice Mitchell joins Jess Almlie to unpack why context should always come before content in L&D. Candice shares practical strategies for uncovering business needs, building credibility, and shifting away from the traditional order-taker mindset. From gathering macro trends to asking the right stakeholder questions, she illustrates how deeper context leads to faster and more relevant learning solutions. Tune in for a lively, honest conversation full of actionable insights...
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What happens when L&D professionals start thinking like marketers? In this episode, Jess Almlie talks with Mike Taylor and Bianca Baumann about how adopting a marketing mindset can transform learning experiences. From learner personas to emotional storytelling and irresistible content design, they share real-world strategies and small shifts with big impact. Discover how to connect more deeply with learners and elevate engagement through their new book, Think Like a Marketer, Train Like an L&D Pro. Jess, Mike, and Bianca discuss The benefits of L&D adopting a marketer...
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Think you need a fancy job title to land your dream L&D role? Think again. In this episode of L&D Must Change, Jess sits down with Sarah Cannistra, L&D career coach, author of Land Your Next L&D Role, and passionate advocate for breaking out of the "one and done" career mindset. Together, they unravel why L&D professionals often don't apply their own learning philosophies to their own career growth and how to change that. If you’re an L&D pro ready to rethink your path and future-proof your career, this conversation is your new roadmap. Sarah and Jess...
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Imagine a world where L&D is a driving force behind business transformation, not just a provider of training. In this episode, David James, former Disney L&D leader and current CLO of 360Learning shares why realizing this vision requires L&D to mature beyond reactive and even proactive operational models. He introduces a new L&D maturity model that lays out a clear roadmap for that shift and explains why this evolution is more urgent than ever. This conversation offers both inspiration and a practical starting point for what’s next. Jess and David discuss The need for...
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Good feedback fuels performance and behavior change. Poor feedback does the opposite. It’s one of the most powerful tools in a leader’s toolkit, yet one of the hardest to get right. In this episode, Dr. Ken Nowack and Dr. Sandra Mashihi unpack why feedback often fails, and how L&D can help leaders build the skills to deliver it in ways that actually drive results. From the neuroscience of feedback to practical models like the 3E framework and 4-quadrant approach, Ken and Sandra offer L&D professionals a clear path to elevating feedback across the organization. What You'll...
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Everyone’s talking about AI—but are we thinking about it the right way? In this special one-year anniversary episode, I finally dive into the AI conversation with Josh Penzell, who challenges us to see AI not as a tool, but as a teammate. This conversation isn’t about learning prompts—it’s about shifting mindsets and imagining what’s possible when we stop trying to make faster horses and start building something entirely new. Josh and Jess Discuss Using AI as a collaborative team member and not a tool. Working with AI as a brainstorming partner to reduce cognitive load and...
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When does the L&D function form in an organization? What's the first order of business when it does? Today's guest, Tom Bowen, is known as the L&D pro who can get an L&D function up and running in the startup world and he's done that job over and over again. He even calls himself a "serial startup guy" for L&D. In this episode, Tom will share what it's like to be the first L&D pro hired into a small start-up business including when he's usually brought in, what he does first, and what makes working in L&D in the startup world unique. Jess and Tom...
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There's nothing I love more than when someone takes on an L&D role from another industry and becomes immediately confused as to why our profession functions the way it does. It provides an immediate opportunity for new ideas and conversation. This was the case for today's guest, Rashi Kakkar, when she moved from a career consulting in product management into an L&D leadership role. The result was a marriage of the two professions. One where the best pieces from each were elevated and the confusing bits eliminated. It turns out L&D can learn a lot from product management. ...
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How do you feel about your LMS? If you're like most you may have a love + hate relationship with the platform. Today's guest, Sarah Mercier, found herself working with client after client trying to solve clunky LMS issues, so she threw out the LMS playbook and created an alternate tool. What does that mean for you? Well, you just might not need your LMS any longer. Sarah and Jess discuss: The evolution of learning platforms Ongoing issues with traditional LMS systems like complexities in user access, content delivery, and data fragmentation The creation of the new, XCL tool,...
info_outlineThink you need a fancy job title to land your dream L&D role? Think again. In this episode of L&D Must Change, Jess sits down with Sarah Cannistra, L&D career coach, author of Land Your Next L&D Role, and passionate advocate for breaking out of the "one and done" career mindset. Together, they unravel why L&D professionals often don't apply their own learning philosophies to their own career growth and how to change that. If you’re an L&D pro ready to rethink your path and future-proof your career, this conversation is your new roadmap.
Sarah and Jess Discuss
- How L&D professionals tend to approach our career development with a "one-and-done" mindset, contradicting how we view learning for others.
- Expanding our career journey from chasing job titles (title vision) to identifying impact.
- Using your own L&D "niche" as a north star for career decisions.
- How to find and define your L&D niche.
- Viewing your resume as a marketing document vs. a laundry list of activities.
- How to use your resume to stand out from the crowd.
- Using a Boolean search to find relevant roles beyond job titles.
About Sarah Cannistra
Sarah Cannistra is a passionate Learning and Development (L&D) leader and career coach dedicated to helping others grow. She began her career in sales, where she thrived in understanding clients’ needs and guiding them to their perfect homes. As she moved into management, Sarah discovered an even greater passion, coaching and developing people. She built training programs, shadowing opportunities, and learning resources for her team, finding deep fulfillment in their growth. Her career path shifted entirely when she attended a leadership development session and realized that facilitating learning was the work she was meant to do.
That moment led to her first role in L&D—offered to her on the spot—despite having no formal background in the field. Less than two years later, Sarah became the Director of Corporate Training for an organization of over 2,500 employees. Since then, she has led the learning function at five organizations, created hundreds of training programs, hired over 100 L&D practitioners, and served more than 20,000 learners. Since 2020, through coaching, courses, and communities, she has helped over 1,000 people transition into L&D careers, guiding them to find, land, and grow in roles they love. Sarah is also the host of The L&D Career Club Podcast, a top 200 career podcast dedicated to helping professionals break into and thrive in the L&D field.
Find and Connect with Sarah Cannistra
- Website: https://www.theovernighttrainer.com/
- Book: Land Your Next L&D Role: Creating a Career that Works for You
- Podcast: The L&D Career Club
Find and Connect with Jess Almlie
Additional Links from the Show
Coming Soon! Jess's book, L&D Order Taker No More! Become a Strategic Business Partner will be published by ATD Press later this year. To be the first to get behind-the-scenes updates, early sneak peeks, and join the virtual launch party, join Jess's email list! You'll get the L&D Must Change newsletter delivered to your inbox weekly as well as special updates on the book when available. Click here to join!