Workday Playdate

Latest Episodes:

340: Stuck in Your Career? Let’s Get You What You Want Apr 29, 2026

Show notes

In this Workday Playdate, Erin tackles one of the most searched topics at work: feeling stuck in your career.
If you’ve ever thought, “Is this it?” or felt trapped between comfort and craving something more, this episode gives you a simple, actionable framework to stop spiraling and start moving. Career growth is about small, intentional steps that change your trajectory.
Inside This Episode:

Feeling Stuck at Work? You’re Not Alone: Why burnout, disengagement, and lack of clarity are more common than you think, and what they’re really telling you.
Energy Before Strategy: Why you can’t think your way out of burnout and how resetting your energy unlocks better decisions and career clarity.
The “Improv Your Way Out” Framework: A five-step method to help you get unstuck, gain direction, and start taking action today.
Call the Scene: How naming your current reality (honestly) is the first step to changing it.
Yes, And Your Life: How to hold gratitude and desire for more—without guilt or self-judgment.
Create Your Next Career Identity: Why stepping into a new “character” helps you align your actions with who you want to become.
Baby Steps > Big Leaps: The secret to career change that actually sticks (hint: it’s not quitting your job tomorrow).
Upgrade Your Environment: How the people around you either accelerate or drain your growth.
Mindset, Habits, Environment: The real drivers of career fulfillment and how to start shifting all three.
Small Moves, Big Career Shifts: Why consistent, aligned action beats waiting for the “perfect” moment every time.

What to Do Now:

Call It + Claim It: Write down what you’re currently tolerating at work—and what you actually want instead. Clarity creates momentum.
Take One Aligned Step: Don’t wait for a full plan. Send the email, start the conversation, or try something new this week. Small moves shift everything.
Upgrade Your Energy + Circle: Reset your mindset (hello, Positivity Without Pretending Toolkit) and spend more time with people who challenge and energize you.

Your Freebie
You don’t need to fake a good attitude to be a great leader. But chances are, you’ve been taught to push through instead of reset.
Enter your free resource: The Positivity Without Pretending Toolkit. A quick, human-centered reset designed to help you shift your mindset, refuel your energy, and show up with authenticity, especially on the hard days.
Download the Positivity Without Pretending Toolkit here.
And thank you to our sponsors Intuit Quickbooks Payroll. To learn more visit: https://quickbooks.intuit.com/workforce/
Connect with Erin Diehl x improve it!

Leadership Playground online membership community
Erin’s website
Erin’s Instagram
Erin’s TikTok
Erin’s LinkedIn
improve it!’s website
improve it!’s Instagram

For more information on improve it! visit www.learntoimproveit.com.

Connect with Erin Diehl

🌟 Learn more about Workday Playdate: https://www.learntoimproveit.com/podcast-page
🎤 Book Erin to speak: https://www.learntoimproveit.com/keynote-speaker
📚 Workshops & Team Experiences: https://www.learntoimproveit.com/experiential-training
💌 Learn more about Erin: https://www.itserindiehl.com/meet-erin
📱 For more information on improve it! visit www.learntoimproveit.com.

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If this conversation made you think differently about work, leadership, or building joyful teams, please follow Workday Playdate on Apple Podcasts or Spotify, leave a review, and share this episode with someone who could use more play in their workday.

339: Innovation Without the Corporate Headache with Rich Braden & Tessa Forshaw Apr 22, 2026

Show notes

In this Workday Playdate, Erin brings together innovation experts Rich Braden and Tessa Forshaw to challenge everything you thought you knew about creativity at work. This episode proves that innovation is not reserved for a select few, but something everyone can access through mindset, play, and small, intentional actions.If you’ve ever thought “I’m not the creative type,” this conversation will expand your definition of innovation and give you practical ways to bring more curiosity, experimentation, and whole-brained thinking into your day.About the Guests:Rich Braden is an innovation strategist, educator, and global speaker who helps organizations unlock creativity through human-centered design, play, and experimentation. With experience spanning corporate, startup, and academic environments, Rich is known for making innovation accessible, actionable, and energizing.Tessa Forshaw is a creativity and innovation expert, educator, and consultant focused on helping individuals and teams activate their innate creative capacity. Her work blends research, facilitation, and playful practice to challenge limiting beliefs and build cultures where innovation thrives.
Inside This Episode:

Innovation Isn’t Exclusive: Why the biggest barrier to creativity is the myth that only certain people (or roles) are “allowed” to innovate.
Whole-Brained Thinking Wins: How blending analytical rigor with creative exploration leads to better problem-solving, smarter decisions, and more innovative outcomes.
The Play Advantage: Why improvisation, curiosity, and experimentation aren’t “nice to have”—they’re essential tools for unlocking new ideas and embracing failure.
Mindset > Talent: How small, intentional mindset shifts can reignite creativity and help you move from “right vs. wrong” to “what’s possible?”
Diverge, Then Converge: The airplane metaphor for brainstorming that helps you generate bold ideas and actually land them.
Innovation in Action: Practical ways leaders can lower the bar, model experimentation, and create cultures where risk-taking is rewarded (not punished).
Small Moves, Big Impact: Why innovation isn’t about big breakthroughs—it’s about consistent, everyday experimentation.

What to Do Now:

Try “Yes, And” Today: In your next meeting, build on someone’s idea before critiquing it. Watch how quickly energy and creativity shift.
Run a 10-Minute Diverge/Converge Sprint: Set a timer. Generate as many ideas as possible (no judgment), then switch modes and narrow to your top 1–2 actions.
Lower the Bar for Innovation: Pick one small experiment you can run this week.
Model the Behavior You Want: As a leader (or future leader), openly share a risk you took or a failure you learned from to create psychological safety for others.

Your FreebieYou already have strengths that make you a powerful leader. But chances are, one of them is doing more heavy lifting than you realize.Enter your free resource: The Human Leadership Edge Quiz. In just 10 quick questions, you’ll discover the leadership strength that sets you apart in the age of AI and how to use it more intentionally with your team.Take the Human Leadership Edge Quiz here.And thank you to our sponsors Intuit Quickbooks Payroll. To learn more visit: https://quickbooks.intuit.com/workforce/
Connect with Rich Braden and Tessa Forshaw

Rich’s LinkedIn
Tessa’s LinkedIn
Rich and Tessa’s book, innovation-ish

Connect with Erin Diehl x improve it!

Leadership Playground online membership community
Erin’s website
Erin’s Instagram
Erin’s TikTok
Erin’s LinkedIn
improve it!’s website
improve it!’s Instagram

For more information on improve it! visit www.learntoimproveit.com.

Connect with Erin Diehl

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338: Your Energy at Work > Your To-Do List Apr 15, 2026

Show notes

In this Workday Playdate, Erin flips the script on productivity culture and makes the case that your energy at work matters more than your to-do list. This episode is a wake-up call for high performers who’ve been measuring success in checkboxes instead of presence, connection, and impact.If you’ve been optimizing your calendar but still feeling off, this conversation will challenge how you define a “good day,” and give you a practical way to shift it.Inside This Episode:

Energy > Activity: Why your internal state is the real driver of performance, influence, and outcomes.
Your Energy Is Contagious: How your mood, presence, and mindset shape team dynamics, client relationships, and workplace culture (whether you realize it or not).
Science of Better Thinking: What research says about positive emotional states and their impact on innovation and decision-making.
The 5-Step Energy Shift Framework: A simple, repeatable process to reset your energy and lead your day with intention.
Lead With One Word: How choosing a daily intention anchors your mindset and guides your actions.
Measure What Matters: Why ending your day by reflecting on your energy—not your output—leads to more fulfillment and long-term success.
Presence As a Power Skill: Especially early in your career, curiosity, intention, and how you show up matter more than having all the answers.

Who This Episode Is For:

High achievers tired of living by their to-do lists
Leaders who want more impact without more burnout
HR and people leaders rethinking performance and engagement
Early-career professionals who want to stand out (without burning out)
Teams craving more connection, creativity, and motivation
Anyone ready to feel better and perform better at work

Leadership Playground online membership community
Erin’s website
Erin’s Instagram
Erin’s TikTok
Erin’s LinkedIn
improve it!’s website
improve it!’s Instagram

For more information on improve it! visit www.learntoimproveit.com.

Connect with Erin Diehl

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337: Overachievers, Pause! Process Before You Push Apr 08, 2026

Show notes

In this Workday Playdate, Erin sits down with Jane Chen to challenge the “always-on” mindset and invite overachievers into something radically different: pause, process, and thrive. Jane is a best-selling author, leadership coach, and social entrepreneur best known as the co-founder of Embrace Global.If you’ve been sprinting toward success at the cost of your well-being, this episode is your reminder that slowing down is exactly how you move forward with intention.
Inside This Episode:

Pause Before You Push: Why high achievers need to interrupt the cycle of constant doing to reconnect with themselves and avoid burnout.
The Hidden Cost of Achievement: How chasing impact, success, and validation can quietly deplete your energy, identity, and joy.
From Impact to Inner Work: Jane’s journey from building a global health company to finding healing through surfing, stillness, and self-reflection.
Compassion Over Grit: Why resilience isn’t about pushing harder—it’s about practicing self-compassion and emotional awareness.
Healing Is a Strategy: Exploring powerful modalities like internal family systems (IFS), therapy, and slowing down as tools for sustainable leadership.
Letting Go of External Validation: Why chasing approval is a losing game—and how anchoring in your values creates lasting fulfillment.
Ride the Wave: The ocean as a metaphor for life, timing, surrender, and trusting what you can’t control.
Vulnerability = Strength: How embracing imperfection, fear, and faith can unlock confidence in leadership and public speaking.
From Burnout to Breakthrough: Why moments of crisis or failure might actually be invitations to realign with your purpose.
Joy Is Not Optional: How play, nature, and small daily moments of joy are essential for thriving at work and in life.

Who This Episode Is For:

Overachievers who are tired of running on empty
Leaders ready to trade burnout for sustainable success
HR and people leaders focused on well-being and human-centered performance
High-performing parents and professionals seeking balance without guilt
Anyone navigating burnout, identity shifts, or a season of rebuilding
Humans who want to achieve and feel whole while doing it

Your FreebieYou already have strengths that make you a powerful leader. But chances are, one of them is doing more heavy lifting than you realize.Enter your free resource: The Human Leadership Edge Quiz. In just 10 quick questions, you’ll discover the leadership strength that sets you apart in the age of AI and how to use it more intentionally with your team.Take the Human Leadership Edge Quiz here.
And thank you to our sponsors Intuit Quickbooks Payroll. To learn more visit: https://quickbooks.intuit.com/workforce/
Connect with Jane Chen

Jane’s LinkedIn
Jane’s website
Jane’s book, Like a Wave We Break: A Memoir of Falling Apart and Finding Myself

Connect with Erin Diehl x improve it!

Leadership Playground online membership community
Erin’s website
Erin’s Instagram
Erin’s TikTok
Erin’s LinkedIn
improve it!’s website
improve it!’s Instagram

For more information on improve it! visit www.learntoimproveit.com.

Connect with Erin Diehl

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336: It’s Not That Serious: Play More Apr 01, 2026

Show notes

In this Workday Playdate, Erin flips the script on hustle culture with a bold reminder: it’s not that serious. If you’ve been stuck in overthinking, overworking, or over-perfecting, this episode is your permission slip to loosen your grip and lead with more play.
Inside This Episode:

Play is Strategic: Why true play fuels creativity, innovation, and better problem-solving at work.
The Cost of Taking Work Too Seriously: How rigidity kills connection, limits ideas, and keeps teams stuck.
Loosen Up to Level Up: Practical ways to bring more lightness, curiosity, and flexibility into your leadership style.
Celebrate the Ridiculous: How “bad” or wild ideas often lead to breakthrough innovation.
From Perfection to Experimentation: Letting go of fear and embracing messy, imperfect starts.
The Daily Fun Check: One simple question—“Did I have fun today?”—that can transform your energy and performance.
5 Ways to Play More (Starting Today): Notice, say yes, lower the stakes, invite others, celebrate ridiculousness.

Who This Episode Is For:

Leaders who want to boost creativity, engagement, and innovation
HR and people leaders focused on human-centered workplaces
High achievers ready to ditch perfectionism and unlock more joy
Teams craving stronger connection and collaboration
Anyone feeling stuck, burned out, or taking work way too seriously
Humans who want to work better by playing more

Your Playdate PracticeSchedule 10 minutes of intentional play and watch what shifts in your mindset, creativity, and connection.
Your FreebieYou already have strengths that make you a powerful leader. But chances are, one of them is doing more heavy lifting than you realize.Enter your free resource: The Human Leadership Edge Quiz. In just 10 quick questions, you’ll discover the leadership strength that sets you apart in the age of AI and how to use it more intentionally with your team.Take the Human Leadership Edge Quiz here.
And thank you to our sponsors Intuit Quickbooks Payroll. To learn more visit: https://quickbooks.intuit.com/workforce/
Connect with Erin Diehl x improve it!

Leadership Playground online membership community
Erin’s website
Erin’s Instagram
Erin’s TikTok
Erin’s LinkedIn
improve it!’s website
improve it!’s Instagram

For more information on improve it! visit www.learntoimproveit.com.

Connect with Erin Diehl

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335: AI Tools: When HR Should Say Yes or Nope Mar 25, 2026

Show notes

In this Workday Playdate, Erin sits down with AI expert and trainer John Rood to tackle how to actually implement AI at work without breaking trust, compliance, or culture. If you’ve been overwhelmed by AI hype or unsure where to start, this episode gives you a clear, actionable path forward.
Inside This Episode:

AI at Work, the Reality Check: What organizations are actually doing with AI today and where most are getting it wrong.
HR as AI Gatekeeper: How HR can lead the charge in building smart, scalable AI policies that fit your organization.
Adopt Too Fast or Too Slow: The hidden risks on both ends of AI adoption and how to find the sweet spot.
AI Literacy for Everyone: Why AI skills aren’t optional anymore and how to train teams from beginner to advanced.
From Prompts to Productivity: How structured prompting unlocks real business value even for non-technical teams.
Everyday AI Use Cases: From building PowerPoints to automating onboarding and internal research – what AI can actually offer you.
Culture > Tools: Why experimentation, collaboration, and psychological safety determine whether AI succeeds or fails.
The 3 AI Archetypes: How to engage early adopters, skeptics, and everyone in between.
Red Flags to Watch: Shadow AI, data security risks, and governance gaps that can derail your strategy fast.
Your First Steps: How to assess current AI usage, gather insights, and build a baseline policy that actually works.

Who This Episode Is For:

HR leaders navigating AI policy, compliance, and culture
Small business owners ready to implement AI without the chaos
People leaders balancing innovation with responsibility
Teams looking to boost productivity with practical AI use
Organizations that want to adopt AI without losing trust
Humans who know AI is here and want to use it wisely

John’s LinkedIn
John’s website

Connect with Erin Diehl x improve it!

Leadership Playground online membership community
Erin’s website
Erin’s Instagram
Erin’s TikTok
Erin’s LinkedIn
improve it!’s website
improve it!’s Instagram

For more information on improve it! visit www.learntoimproveit.com.

Connect with Erin Diehl

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334: Human Skills > AI: The Joy Advantage Mar 18, 2026

Show notes

In this Workday Playdate, Erin dives into a timely leadership truth: in a world obsessed with AI, your real competitive edge is your humanity. This episode unpacks why joy at work is fuel and how leaders who prioritize human connection, energy, and play are the ones building cultures that actually perform.If you’ve been wondering how to lead in an AI-driven workplace without losing the human spark, this episode is your playbook.
Inside This Episode:

Joy as a Performance Strategy: Why joy is a catalyst for productivity, creativity, and team engagement.
Psychological Safety = Innovation: How feeling safe, seen, and energized unlocks experimentation, speaking up, and bold thinking.
AI’s Role (and Limits): Where AI enhances efficiency and why it will never replace culture, connection, or leadership presence.
The Joy Advantage: A fresh leadership framework for building high-performing, human-centered workplaces.
Human Skills > AI Skills: Why communication, empathy, adaptability, and presence are becoming the ultimate power skills.
Leadership Playground: The value of practicing leadership in real time through community, feedback, and play.
Irreplaceably Human: How to stand out in a tech-saturated world by doubling down on what machines can’t replicate.

Who This Episode Is For:

Leaders navigating the rise of AI while protecting team culture
High performers who want to lead with energy
People leaders focused on engagement, innovation, and retention
Coaches, facilitators, and culture builders shaping human-first workplaces
Humans who want to future-proof their careers by becoming more human

Your Playdate PracticeBring one moment of intentional joy into your work. Whether that means celebrating someone publicly, asking one curious question, or pausing before you react, choose joyful presence over speed.
Your FreebieYou already have strengths that make you a powerful leader. But chances are, one of them is doing more heavy lifting than you realize.Enter your free resource: The Human Leadership Edge Quiz. In just 10 quick questions, you’ll discover the leadership strength that sets you apart in the age of AI and how to use it more intentionally with your team.Take the Human Leadership Edge Quiz here.
Connect with Erin Diehl x improve it!

Leadership Playground online membership community
Erin’s website
Erin’s Instagram
Erin’s TikTok
Erin’s LinkedIn
improve it!’s website
improve it!’s Instagram

For more information on improve it! visit www.learntoimproveit.com.

Connect with Erin Diehl

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333: Is Your Unconscious Making You Sick? Here’s How to Heal with Dr. Moshe Mar 11, 2026

Show notes

In this Workday Playdate, Erin sits down with psychologist and author Dr. Moshe Frenkel to unpack a powerful truth many high-achieving leaders quietly wrestle with: the belief that their worth is conditional. Together, they explore how the emotional stories we form in childhood shape the way we show up at work, in relationships, and in leadership.Dr. Moshe shares a refreshing perspective on self-worth and the courage it takes to detach from limiting beliefs that no longer serve us. If you’ve ever felt like you needed to earn your value, this episode offers a liberating reframe.Because here’s the truth: who you are is already enough.
Inside This Episode:

Unconditional Self-Worth: Why your value is something you recognize rather than achieve. Dr. Moshe reframes the idea that we must prove our worth to feel loved, respected, or successful.
The Childhood Blueprint: How early experiences of feeling unheard, unseen, or not fully loved shape the beliefs we carry into adulthood, leadership, and relationships.
Conditional Love vs. Real Acceptance: The illusion many of us internalize—that love, approval, or belonging must be earned through performance.
Limiting Beliefs in Leadership: How subconscious childhood narratives show up in the workplace as perfectionism, people-pleasing, imposter syndrome, and overachievement.
Detach From Old Stories: Practical ways to identify and separate from the beliefs you absorbed growing up so they stop driving your adult decisions.
Inner Healing as Leadership Work: Why self-awareness and emotional healing aren’t “soft skills”—they’re foundational leadership capabilities.
Rewriting the Narrative: How recognizing your inherent worth can transform confidence, relationships, and the way you lead.
From Proving to Being: What changes when leaders stop striving for validation and start operating from a place of internal security.

Who This Episode Is For:

Leaders working to untangle their relationship with self-worth
High achievers who feel the pressure to constantly prove themselves
People navigating perfectionism, people-pleasing, or imposter syndrome
Coaches, facilitators, and consultants who guide others through personal growth
Humans ready to lead from authenticity rather than approval

Dr. Moshe’s LinkedIn
Dr. Moshe’s website
The Untethered Soul: The Journey Beyond Yourself by Michael A. Singer

Connect with Erin Diehl x improve it!

Erin’s website
Erin’s Instagram
Erin’s TikTok
Erin’s LinkedIn
improve it!’s website
improve it!’s Instagram

For more information on improve it! visit www.learntoimproveit.com.

Connect with Erin Diehl

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332: How to Build a Community that Builds You Mar 04, 2026

Show notes

In this Workday Playdate, Erin explores a leadership truth that’s impossible to ignore right now: leaders are more connected than ever and lonelier than ever. Erin shares practical frameworks and personal stories to help you cultivate authentic community that strengthens your leadership, boosts resilience, and fuels sustainable confidence.If leadership has felt isolating, this episode is your reminder: you were never meant to do this alone.
Inside This Episode:

The Loneliness Paradox in Leadership: Why high achievers often feel the most isolated—and how social connection reduces burnout, increases engagement, and strengthens resilience.
Leadership Is a Team Sport: The “buddy bench” metaphor that reframes leadership growth as something you practice with others, not in silos.
The 4-Step Community Framework: A clear, actionable process to build a community that aligns with who you’re becoming.
From Spectator to Participant: Why passive membership doesn’t build confidence and how contribution, visibility, and real-time sharing accelerate growth.
Normalize Honest Feedback: How vulnerability + peer coaching deepen trust, psychological safety, and real leadership skill-building.
Audit Your Energy: The simplest question to curate stronger relationships: Do I feel energized or drained after this interaction?
Treadmill Friends vs. Couch Friends: Why some relationships stretch you and others soothe you, and why you need both (but in the right balance).
Intentional Community > Accidental Proximity: Why mutual investment is the foundation of meaningful leadership support.
Practice in Public: How spaces like Leadership Playground give leaders a monthly rep to test ideas, receive feedback, and build social confidence.
Confidence Is a Community Byproduct: Why resilient leaders focus less on doing it alone and more on surrounding themselves with people who reflect their growth back to them.

Who This Episode Is For:

Leaders tired of carrying growth alone
People managers craving deeper connection
High achievers who secretly feel isolated
Entrepreneurs and founders building something bold
Humans ready to move from polished to present

Your Playdate PracticeFirst, write down the people who you interact with the most in professional settings. Second, ask yourself, “Do they challenge me? Do they support me? Do they inspire me?” Third, reach out to one leader and say something along the lines of, “Hey, how are you? I’m genuinely interested in your answer. Also, could you help me with X? I’m feeling like I need a little more help in this area.”
Your FreebieYou want to support your people the same way you want to be supported—but in fast, emotionally charged moments, the right words can be hard to find.Enter, your free resource - Human Leadership in the Age of AI: An Empathy Playbook. It gives you a simple, 3-part list of human-first phrases you can use in meetings, emails, and one-on-ones.Empathy isn’t extra anymore. It’s essential. Download your Empathy Playbook here.
Connect with Erin Diehl x improve it!

Erin’s website
Erin’s Instagram
Erin’s TikTok
Erin’s LinkedIn
improve it!’s website
improve it!’s Instagram

For more information on improve it! visit www.learntoimproveit.com.

Connect with Erin Diehl

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331: Stop Dodging Hard Talks with Henna Pryor Feb 25, 2026

Show notes

In this Workday Playdate, Erin dives into the discomfort of “good awkward” with Henna Pryor. Henna is a workplace performance expert, keynote speaker, and author who helps teams build social fitness in a world that’s forgotten how to human. Together, they unpack why our social muscles have atrophied (thanks, tech + pandemic isolation) and how leaning into micro-discomfort can radically improve leadership, communication, and team cohesion.This episode is your permission slip to stop polishing and start connecting.
Inside This Episode:

Social Muscles Are Flabby: Why hyper-connectivity is sabotaging real connection—and what it’s doing to workplace communication and confidence.
Micro-Disagreements, Major Growth: How low-stakes conflict and social repetition build trust, resilience, and stronger teams.
Asking for Help Without Spiraling: The surprising stat: 1 in 3 employees would rather clean a toilet than ask for help. Let’s fix that.
The Neuroscience of Shared Moments: Why laughter, eye contact, and shared awkwardness boost psychological safety and belonging.
Normalize the Awkward: How naming “good awkward” in real time reduces fear and strengthens authentic leadership.
Language Builds Safety: Practical scripts to express discomfort, validate emotions, and create space for real dialogue.
Humor as a Leadership Strategy: Why playfulness lowers defensiveness, reduces conflict anxiety, and makes feedback easier to hear.
Good Enough > Perfect: Ditching perfectionism to build faster recovery and stronger comeback rates in tough moments.
Recovery Rate > Failure Rate: Why resilient leaders focus less on avoiding discomfort and more on how quickly they bounce back.
Make Work a Playground Again: Micro-exercises and small social reps teams can use immediately to rebuild connection and confidence.

Who This Episode Is For:

Leaders who want to build psychological safety without the corporate fluff
People managers craving stronger team connection and communication
High achievers unlearning perfectionism
Remote and hybrid teams rebuilding social confidence
Humans ready to trade polished for present

Your FreebieYou want to support your people the same way you want to be supported—but in fast, emotionally charged moments, the right words can be hard to find.Enter, your free resource - Human Leadership in the Age of AI: An Empathy Playbook. It gives you a simple, 3-part list of human-first phrases you can use in meetings, emails, and one-on-ones.Empathy isn’t extra anymore. It’s essential. Download your Empathy Playbook here.
Connect with Henna Pryor

Henna’s LinkedIn
Henna’s website
Henna’s Instagram
Henna’s book, Good Awkward: How to Embrace the Embarrassing and Celebrate the Cringe to Become The Bravest You

Connect with Erin Diehl x improve it!