Erin Diehl - Workday Playdate

Workday Playdate

Business EN ↓ 421 episodes

TOP 1% GLOBAL PODCAST for People-First Leaders Formerly the "improve it! Podcast." #9 in BEST 100 SELF LEADERSHIP PODCASTS. I’m Erin Diehl, keynote speaker, business improv edutainer, and founder of improve it! (AKA your work bestie). Every Wednesday, Workday Playdate with improve it! helps HR professionals, people leaders, and culture-driven humans bring more laughter, levity, and purpose to their workdays. Because work is better when you play. This is not your average leadership podcast. You’ll get research-backed strategies, improv-inspired tools, and candid conversations with top leaders,...

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Author

Erin Diehl - Workday Playdate

Category

Business

Podcast website

www.spreaker.com

Latest episode

Oct 21, 2026

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Episodes

288: You Spend 90,000 Hours of Your Life at Work - Here's How to Create Real Connection with Adam Dorsay 30.04.2025

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...

Snack 11: How to Stop Hating Your Job & Actually Like the People You Work With 28.04.2025

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 feel...

287: Breaking the Silence: A Male Perspective on Infertility & Leadership 23.04.2025

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...

Snack 10: How to Lead with Vulnerability & Break the Silence 21.04.2025

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 mee...

286: The "Hey Wait" Technique: How to Set Boundaries Like a Leader with Jay Fields 16.04.2025

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 leavin...

Snack 9: Dare to Speak Up: The Leadership Skill You’re Overlooking 14.04.2025

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 r...

285: Redefining Family: A Candid Talk on Secondary Infertility 09.04.2025

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...

Snack 8: How to Turn Challenges into Courageous Choices 07.04.2025

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 b...

284: From Quiet Dreamer to Bold Leader: Her Make-A-Wish Story 02.04.2025

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 transfo...

Snack 7: How to Turn Dreams into Team Wins: The Leadership Glow-Up You Need 31.03.2025

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...

283: From Mistakes to Mastery: Career Tips for Bold, Courageous Leaders 26.03.2025

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...

Snack 6: How to Turn Career Mistakes into Growth 24.03.2025

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...

282: Why Leaders Are Obsessed with Improv for Team Growth 19.03.2025

What if the secret to high-performing teams wasn’t another strategy session—but an improv game? In this episode of Workday Playdate, Erin dives into how improvisation is transforming team dynamics, leadership, and workplace culture. From LinkedIn to Amazon, top companies are embracing improv as a tool for boosting psychological safety, engagement, and creativity.  If you’ve ever struggled with sil...

Snack 5: Why Playing Pretend Can Save Your Team (No, Seriously, Steal this Hack) 17.03.2025

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 the power of play. When was the last time you truly played pretend? Not just faking enthusiasm for Bob’s homemade cookies at the office potluck—but really letting your imagination run wild like you did as a...

281: Leadership with a Laugh: Inspiring Teams Through Humor and Play with JaMarr John Johnson 12.03.2025

What if the key to stronger leadership, deeper team connections, and a more engaged workplace wasn’t another corporate training—but a well-timed joke? In this episode of Workday Playdate, Erin sits down with comedian, speaker, and leadership coach JaMarr John Johnson to explore how humor, storytelling, and community can transform the way we work and lead. From his journey in the military to the co...

Snack 4: How to Use Humor to Inspire Your Team 10.03.2025

Hey, hey, Workday Playdate peeps! It’s time for your quick bite of leadership wisdom—a little boost of inspiration, energy, and of course, playfulness to brighten your workday.  Today, we’re talking about one of the most underrated leadership tools: humor. That’s right—if you want to build connection, trust, and motivation within your team, you don’t need a corporate retreat or a 100-slide deck. S...

280: Want Resilient Teams? Improv Is the Answer, Trust Me 05.03.2025

Your team just hit a wall. A project derailed. A curveball out of nowhere. What happens next? If the answer is stress, scrambling, or radio silence, it’s time for a new approach. Enter improv—the secret weapon for building resilient teams that can roll with the punches and come back stronger. Inside This Episode: Why most teams struggle with resilience (and how to fix it) The four-step improv fram...

Snack 3: Build a Stronger Team with This Improv Move 03.03.2025

It’s time for your Workday Playdate snack—just a quick bite of leadership wisdom before we go deeper on Wednesday. Today, we’re talking about empathy—the leadership skill that turns good teams into great ones.   Want a quick and easy way to help your team feel heard? Try this improv-inspired exercise:   “Last Word, First Word” One person starts with a simple sentence. Example: “Our team is growing...

279: The DEI Dilemma: Why Cutting Diversity Programs is Hurting Companies & How Improv Training Can Help Fill in the Gaps 26.02.2025

Diversity, Equity, and Inclusion (DEI) programs have been a driving force behind innovation, employee retention, and workplace culture—but now, many companies are slashing these initiatives, leaving employees feeling unseen, unheard, and disconnected. In this solo episode of Workday Playdate, Erin dives into the corporate DEI backslide and the very real consequences of these cutbacks. But she’s no...

Snack 2: The One Improv Trick to Build Inclusion in 5 Minutes 24.02.2025

You care about your people, but leadership can feel like an uphill battle—burnout, disengagement, awkward silences. Sound familiar? Enter: Radical Empathy. In today’s Workday Playdate “Snack,” Erin gives you a quick-win improv activity that you can try in your next meeting: 1.     Pair up your team members (or do this in a group!). 2.     One person starts making simple movements—raising an arm, n...

278: Radical Empathy at Work: Stories from 'I See You! 19.02.2025

Think empathy is just a “soft skill”? Think again. It’s your leadership superpower—one that builds trust, fuels innovation, and keeps teams engaged. But here’s the kicker: real empathy isn’t just about feeling—it’s about leading with it. In this episode of Workday Playdate, Erin takes you beyond the pages of her book I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy to un...

Snack 1: How to Let Empathy Shape Your Leadership Style 17.02.2025

Welcome to Workday Playdate—new name, same mission, more fun! If you're a leader looking to energize your team, you're in the right place.   You care about your people, but leadership can feel like an uphill battle—burnout, disengagement, awkward silences. Sound familiar? Enter: Radical Empathy.   In today’s Workday Playdate “Snack,” Erin gives you a quick win improv activity that you can try in y...

277: Why Wendy Gonzalez Fires Herself Every Year, and Why You Should Too! 12.02.2025

Radical empathy in leadership isn’t just a buzzword—it’s a game-changer. But practicing it? That takes intention, self-awareness, and a willingness to evolve. In this episode of the improve it! Podcast, Erin sits down with Wendy Gonzalez to dive deep into what it truly means to lead with radical empathy. Wendy is the CEO at Sama and is passionate about building high-performing, high-functioning te...

276: Lead with Empathy in 2025: The 2-Step Shortcut 05.02.2025

Empathy at work (and outside of work) is simpler than you think, but that doesn’t mean it’s easy. In Episode 276 of the improve it! Podcast, Erin discusses why mastering empathy will unlock deeper connections, increase employee engagement, and give you more meaningful results. Erin gives you her 2-step shortcut for leading with empathy that you can bring to work tomorrow. She also gives you the de...

275: From Hot Mess to Goal-Getter: Real Talk on Intentions 29.01.2025

What if the secret to empowering your team and reclaiming your day wasn’t about setting more goals, but about leading with intention? Imagine turning your 'hot mess' moments into clear, purpose-driven leadership—this framework will show you how.   1. Self-Reflection: Know Your "Hot Mess" Moments Before you can set meaningful intentions, you need to identify where you are today. Effective...

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