You Might Try This

You Might Try This

Stacey Philpot and Cade Cowan

Episodes 15
Avg. Duration 29m
Activity Highly Active
Apple Rating 5.0 (18)
Since Feb 2026
Latest Episode Jun 2026

Publishing Details

Schedule
Weekly
Format
Serial
Consistency
50%
Hosting
feeds.captivate.fm

About This Podcast

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 drop weekly. Listen wherever you get your podcasts and join the conversation on Instagram @YouMightTryThis.

Podcasting 2.0 Features

episode medium season transcript

Explore Statistics

Recent Episodes

S1E14 The Silence Tax: Why psychological safety isn't soft—it's the operating system your team runs on

Jun 08, 2026 34m Transcript

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…

S1E13 The Pressure Decision: How to think clearly when the stakes are high and the clock is running

Jun 01, 2026 31m Transcript

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…

S1E12 The Boss Equation: How to build the most important relationship in your career without losing your integrity

May 25, 2026 28m Transcript

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…

S1E11 The Conflict Reflex: Why your default response to tension is working against you—and what to do instead.

May 18, 2026 29m Transcript

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…

S1E10 The Courage Tax: What you pay every time you delay the conversation that needs to happen

May 11, 2026 28m Transcript

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…

S1E9 The Good Soldier Trap: Why being dependable can become a liability with LaToya Jordan

May 04, 2026 34m Transcript

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:…

S1E8 The Feedback Friction: Why “constructive criticism” usually constructs a wall

Apr 27, 2026 28m Transcript

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…

S1E7 The Expert Trap: How being the smartest person in the room can become your biggest liability

Apr 20, 2026 23m Transcript

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…

S1E6 The Harmony Illusion: Why a nodding team is more dangerous than a resisting one

Apr 13, 2026 26m Transcript

When leaders encounter resistance, the instinct is often to push harder, explain more, or shut down the conversation entirely. But what if resistance is actually a sign of engagement and silent…

S1E5 The Delegation Bottleneck: Why your desire to "help" is secretly stalling your team

Apr 06, 2026 27m

Delegation is one of the most important leadership skills, and one of the hardest to master. In this episode of You Might Try This, executive coaches Stacey Philpot and Cade Cowan unpack why…

S1E4 The Trust Equation: Why social capital isn't a "vibe"—it's a calculated asset

Mar 30, 2026 32m Transcript

In this conversation, Stacey and Cade take a closer look at social capital and why trust sits at the center of it. They break down what trust really means in practice, introducing the trust equation…

S1E3 The Logic Illusion: Why facts and ROI fail to win real commitment

Mar 23, 2026 35m Transcript

In this episode, Cade Cowan and Stacey Philpot talk about what influence really means in leadership and why it often matters more than having a title. They explore the idea of leading beyond your…

S1E2 The Promotion Deficit: Why becoming a boss feels more like a loss than a reward

Mar 16, 2026 30m Transcript

In this episode of You Might Try This, Cade Cowan and Stacey Philpot unpack the realities of stepping into leadership, especially the emotional and mental shifts that often come with a promotion.…

S1E1 The Authenticity Paradox: Why "bringing your whole self to work" is a leadership disaster

Mar 16, 2026 26m Transcript

Welcome to You Might Try This!In this episode, Cade Cowan and Stacey Philpot unpack what authenticity really looks like in leadership, challenging common assumptions about transparency and…

S1 You Might Try This - Trailer

Feb 05, 2026 1m

Coming soon... a new podcast—You Might Try This!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…

Frequently Asked Questions

How many episodes does You Might Try This have?

You Might Try This has published 15 episodes since February 2026, covering topics in Business, Careers.

Is You Might Try This still active?

You Might Try This is currently highly active with new episodes weekly. Average episode length is 29m.

Similar Podcasts