business
Hosted by Stacey Philpot and Cade Cowan · business · EN
Leadership is complicated, especially when you’re figuring it out in real time. You Might Try This is a weekly podcast for people who want to lead well without , burning out, selling out, or pretending they have it all figured out. Hosted by executive coaches Stacey Philpot and Cade Cowan, the show brings decades of experience working with leaders at global brands like Nike, Google, Walmart, and Microsoft into honest, practical conversations about what leadership really looks like day to day. Each episode explores the messy, human side of work, from managing your first team and navigating power dynamics to building confidence, handling conflict, and staying grounded in high-pressure environments. Through real stories, proven frameworks, and thoughtful coaching, Stacey and Cade offer tools you can actually use, not just theories that sound good on paper. If you’re ambitious, thoughtful, and trying to grow your career while staying true to yourself, this show is for you. New episodes
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Contact path
Public web form
Booking probability
22%
Guest openness
Selective
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Signup to Generate a PitchLeadership is complicated, especially when you’re figuring it out in real time. You Might Try This is a weekly podcast for people who want to lead well without, burning out, selling out, or pretending they have it all figured out.
You Might Try This is hosted by Stacey Philpot and Cade Cowan. The show has published 27 episodes to date.
Recent episodes include "The Politics Paradox: What’s really happening to leaders who say they don’t play politics" (31 August 2026, 23 minutes), "The Lateral Challenge: Why leading your peers is harder than leading your team" (24 August 2026, 27 minutes), and "The Name in the Room: The power of people who advocate for you" (17 August 2026, 18 minutes).
You Might Try This publishes roughly weekly, with episodes averaging 31 minutes across 27 episodes.
Booking probability for You Might Try This is 22%, and the host is rated Selective on guests. You Might Try This requires a Pod Score of 80 or higher. You Might Try This's contact route on record: public web form.
The strongest fits for You Might Try This are Business & Management Consulting. You Might Try This has a business audience.
Stacey Philpot and Cade Cowan hosts You Might Try This, a business podcast with 27 episodes published.
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Episode #26
What does it really mean to “play politics” at work? In today’s episode, Cade and Stacey challenge the idea that organizational politics is something good leaders should avoid. They explore why hard work and talent...
Working with your peers can be one of the hardest parts of leadership. You may have no authority over them, yet you still need their support to get things done and sometimes you're competing with those same people for...
What moves a career forward: great advice or someone willing to advocate for you? In this episode, Cade and Stacey explore the critical difference between mentors and sponsors, explaining why mentorship alone often...
Why do some talented people get overlooked while others seem to attract every opportunity? In this episode, Stacey and Cade explore why great work doesn't always speak for itself and how visibility, not self-promotion...
Episode #22
Leadership can be lonely, uncertain, and emotionally exhausting… but we rarely talk about pain at work. In today’s episode, Shawn Quinn shares his research on professional pain and why leaders often make things worse by...
In today’s episode of You Might Try This , Stacey and Cade explore how assumptions about age shape the way leaders see, support, and develop their teams. They unpack why generational stereotypes often influence...
In today’s episode, Cade and Stacey explore why a sense of belonging is one of the most important, but overlooked, drivers of team performance. They explain that employees rarely disengage because of the work itself...
Today on You Might Try This, Cade and Stacey speak with Pascal Finette, author of Outlearn, about how organizations can accelerate learning by lowering the cost of failure. Pascal explains why companies often prioritize...
Leadership isn't about avoiding mistakes, it's about what happens after you make one. In today’s episode, Stacey and Cade explore why the moments after a leadership stumble can strengthen trust more than getting...
Episode #17
Many new leaders assume that a title automatically gives them power, but they quickly discover that authority alone can only take them so far. In today’s episode, Stacey and Cade explore the difference between...
Welcome back! In today’s episode, Stacey and Cade speak with executive coach and performance expert Jenny Evans about why stress and burnout are not just mindset problems, but deeply rooted in biology and chemistry...
Welcome back! In this episode, Cade and Stacey explore the hidden burnout signals that leaders and high performers often miss until it’s too late. Drawing on the original research of psychologist Herbert Freudenberger...
Episode #14
Psychological safety shapes team performance more than talent alone. In this episode of You Might Try This, Stacey and Cade unpack the real meaning of psychological safety and why most organizations misunderstand it...
Episode #13
When the pressure is on and the clock is ticking, most leaders don’t rise to the level of their best thinking, they fall back on instinct. In this episode of You Might Try This , Cade Cowan and Stacey Philpot break down...
Managing up can feel uncomfortable, but avoiding it can quietly stall your career. In this episode of You Might Try This , hosts Stacey Philpot and Cade Cowan unpack why your relationship with your boss is the most...
Why do we still avoid difficult conversations, even when we know the cost? In this episode, Stacey Philpot and Cade Cowan explore the hidden reflexes driving conflict avoidance and escalation at work. Drawing on...
Why do difficult conversations feel so much harder the longer we avoid them? In this episode, Stacey and Cade unpack the hidden “taxes” leaders pay when they delay hard conversations at work; from damaged relationships...
In this episode of You Might Try This , Stacey Philpot and Cade Cowan welcome Executive Coach and She Leads and Succeeds host LaToya Jordan for a powerful conversation about the “good soldier” trap: the career pattern...
In this episode of You Might Try This , Stacey Philpot and Cade Cowan explore why leaders avoid giving feedback. They break down the psychology behind feedback fear, including how negative feedback triggers a real pain...
Episode #7
In this episode of You Might Try This , hosts Stacey Philpot and Cade Cowan explore a critical leadership shift many high performers never see coming: when the skills that earned you a promotion start holding you back...
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