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Workday Playdate

Workday Playdate

Erin Diehl - Workday Playdate 395 Episodes Oct 14, 2026

Workday Playdate, hosted by Erin Diehl, is a top-ranked leadership podcast that helps HR professionals and people-first leaders bring more laughter and purpose to their workdays. Each episode offers research-backed strategies, improv-inspired tools, and candid conversations with leaders and authors. The podcast promises tangible takeaways and a few laughs, aiming to improve workplace culture and team development. Formerly known as the "improve it! Podcast," it is produced by improve it! and reaches thousands of culture-driven listeners.

Episodes

Episode 373: Take the Risk Before You Feel Ready with Erika Johnson
Episode 373: Take the Risk Before You Feel Ready with Erika Johnson Oct 14, 2026 00:35:36 What if waiting to feel ready is actually holding your career back? For high achievers, it’s easy to think you need one more sign that you’re ready before making the big career move. But sometimes, the next step only becomes clear after you take it. In this episode of Workday Playdate, Erin talks with Erika Johnson, Senior Vice President of Member Experience and Community at Chief, about
Episode 372: How Great Leaders Build Their Inner Circle with Shona Kamath
Episode 372: How Great Leaders Build Their Inner Circle with Shona Kamath Oct 7, 2026 00:38:13 What actually makes a people strategy work? It’s not just having the right talent in the right seats. It’s building a workplace where people feel trusted, included, challenged, and connected to something bigger than their job description. For HR and people leaders, that can feel HUGE. You’re balancing employee engagement, leadership development, retention, performance, culture, and busin
Episode 371: Should I Quit My 9-to-5?
Episode 371: Should I Quit My 9-to-5? Sep 30, 2026 00:23:56 Should you quit your 9-to-5 and start a business or build your idea while you’re still employed? For aspiring entrepreneurs, that question can feel HUGE. You’re craving more freedom, creativity, or control, but leaving a stable paycheck can feel like jumping off a financial cliff. But what if you don’t have to choose between playing it safe and burning it all down? In this episode o
370: When High-Achieving Women Carry Too Much Alone with Meghan French Dunbar
370: When High-Achieving Women Carry Too Much Alone with Meghan French Dunbar Sep 23, 2026 00:47:58 For high-achieving women, that belief can run deep. We’re taught to be capable, composed, productive, and independent, and to keep going no matter what. But what happens when “I can handle it” becomes burnout? In this episode of Workday Playdate, Meghan French Dunbar joins Erin for a candid conversation about burnout, leadership, vulnerability, women at work, and what it really takes to build huma
369: The Leadership Skill Nobody Teaches: Stopping Before Burnout Hits with Brent Freeman
369: The Leadership Skill Nobody Teaches: Stopping Before Burnout Hits with Brent Freeman Sep 16, 2026 00:40:05 In this episode of Workday Playdate, Erin sits down with entrepreneur, speaker, and author Brent Freeman to unpack what happens when external success stops feeling like success. After building billion-dollar growth machines, Brent found himself burned out, disconnected, and asking a much bigger question: What if the life I’m building isn’t actually the life I want? Brent shares how a “one-degree d
368: Are We All Having an AI Identity Crisis? With Cassandra Worthy
368: Are We All Having an AI Identity Crisis? With Cassandra Worthy Sep 9, 2026 00:33:49 In this episode of Workday Playdate, Erin talks with Cassandra Worthy—founder and CEO of Change Enthusiasm Global — about the emotional side of AI-driven change, and why “just adapt” isn’t exactly a strategy. As AI reshapes jobs, workflows, teams, and professional identities, Cassandra explains why people are experiencing a very real sense of loss, or what she calls “AI grief.” Cassandra breaks do
367: Five Curiosity Practices that Took My Leadership to the Next Level
367: Five Curiosity Practices that Took My Leadership to the Next Level Sep 2, 2026 00:23:19 In this episode of Workday Playdate, Erin shares the story of how one question—“How do people actually do this?”—helped her go from improv workshop facilitator with zero keynote bookings to speaking on stages at Amazon, LinkedIn, and major association conferences. Along the way, she discovered that curiosity is a career-building practice.  Erin breaks down the five curiosity practices she use
366: The Real Reason High Performers Burn Out Fast with Yana Carstens
366: The Real Reason High Performers Burn Out Fast with Yana Carstens Aug 26, 2026 00:47:52 In this episode of Workday Playdate, Erin sits down with Yana Carstens, an integrative executive coach, to explore why high performers often burn out faster than anyone else—and why the solution isn’t always to simply lighten the workload. Yana makes the case that burnout is often a reflection of our internal operating system: the beliefs, identities, and patterns that shape how we respond to pres
365: 74% of Working Moms Are Running on Empty. Now What?
365: 74% of Working Moms Are Running on Empty. Now What? Aug 19, 2026 00:46:55 “There is enough for everyone. Enough time, enough opportunity, enough resources, enough love, enough patience.” -Tiffany Sauder In this episode of Workday Playdate, Erin sits down with Tiffany Sauder, founder of Life of And, for a conversation about working motherhood, burnout, ambition, and building a life that actually feels sustainable. Tiffany challenges the idea that women simply need to “do
364: How One Conversation Changed My Career
364: How One Conversation Changed My Career Aug 12, 2026 00:26:25 "Your next opportunity probably won't come from your resume. It'll come from a conversation." – Erin Diehl In this solo episode of Workday Playdate, Erin shares the true story of how one cold email, one coffee meeting, and one unexpected dinner led to improve it!'s very first paying client. If networking has ever felt awkward, transactional, or downright exhausting, this episode will completely re
363: Why Your Nervous System Runs the Meeting with Lani Gonzales
363: Why Your Nervous System Runs the Meeting with Lani Gonzales Aug 5, 2026 00:46:13 "The goal isn't to collect more gold stars. It's to create a life that's achingly beautiful." – Lani Gonzales In this episode of Workday Playdate, Erin sits down with Lani Gonzales to explore why so many high achievers end up feeling exhausted, disconnected, and stuck chasing the next accomplishment. After leaving a successful legal career and walking more than 500 miles on the Camino de Santiago,
362: ADA at Work: What to Say in the Moment with Rachel Shaw
362: ADA at Work: What to Say in the Moment with Rachel Shaw Jul 29, 2026 00:40:56 “The real failure of inclusion happens in the moments when someone hesitates.” – Rachel Shaw In this episode of Workday Playdate, Erin sits down with Rachel Shaw to explore what it really takes to build inclusive workplaces that work in real time. In a world full of well-intentioned initiatives, Rachel makes the case that true inclusion is ultimately a human skill. If you've ever wondered how lead

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