Bad Boss Confessional

Bad Boss Confessional

Speakeasy Podcast Network

Episodes 36
Avg. Duration 37m
Activity Highly Active
Apple Rating 5.0 (5)
Since Jul 2025
Latest Episode Apr 2026

Publishing Details

Schedule
Weekly
Format
Episodic
Consistency
87%
Hosting
feed.podbean.com

About This Podcast

Bad Boss Confessional is the podcast where entrepreneurs, founders, and leaders fess up to their most cringeworthy management moments—the times they micromanaged, blew up in meetings, or simply got it dead wrong. With names changed (to protect the innocent...and guilty), guests walk us through their “bad boss” moment in all its messy glory. But this isn’t just a cringe-fest—it’s a redemption story.

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Recent Episodes

36: The Culture You Create When You're Not Looking

Apr 01, 2026 31m

In this episode of Bad Boss Confessional, Beth Fahey sits down with Rocco Cozza, a business attorney, TEDx speaker, and founder of Cozza Law Group, a multi-seven-figure firm he built from the ground…

35: When Your Team Tells You The Truth

Mar 25, 2026 31m

In this episode of Bad Boss Confessional, Beth Fahey sits down with Shea Peffly, a former CEO and integrator who now guides other leaders through EOS as a certified implementer. Shea shares the…

34: When a Star Player Stops Being a Teammate

Mar 18, 2026 55m

In this episode of Bad Boss Confessional, Beth Fahey talks with David Kolbe, CEO of Kolbe Corp and co-developer of the Kolbe A™ Index, about the complicated decisions leaders face when values,…

33: The Cost of Skipping the Details

Mar 11, 2026 43m

In this episode of Bad Boss Confessional, Beth Fahey sits down with Chris Beer, founder of Wizard of Ops and a fractional Integrator. Chris shares a leadership mistake that shows up in many growing…

32: Letting Go of the Vine

Mar 04, 2026 41m

In this special group episode of Bad Boss Confessional, Beth Fahey sits down with fellow EOS Implementers Erik Dodier, Megan Piper, and Patrick Metzger fresh off a Great Boss workshop. Together, they…

31: Building a Business Without Burning Out

Feb 25, 2026 45m

In this episode of Bad Boss Confessional, Beth sits down with EOS Implementer Robert Hartline to explore the difference between being the firefighter and becoming the fire chief. After years of…

30: The High Price of Saying Yes

Feb 18, 2026 39m

In this episode of Bad Boss Confessional, Beth talks with serial entrepreneur and coach Jill Salzman about the early mistakes that shape stronger leaders. From quick-start decisions to…

29: Rollout: A Book Born From Bad Boss Moments

Feb 11, 2026 44m

In this episode of Bad Boss Confessional, Beth Fahey is joined by EOS Implementer and Rollout co-author Marisa Smith for a different kind of confession. Together, they unpack the leadership mistakes…

28: Getting Out of Your Own Way

Feb 04, 2026 37m

In this episode of Bad Boss Confessional, Beth Fahey sits down with EOS Implementer Amanda Matthews to unpack a painfully relatable leadership moment driven by ego, insecurity, and a lack of…

27: Paying Attention to the Red Flags | Bad Boss Confessional

Jan 28, 2026 38m

In this episode of Bad Boss Confessional, Beth Fahey sits down with EOS Implementer Ken DeWitt, also known as “Hurricane,” to unpack a leadership lesson that quite literally required warning flags.…

26. When Good Intentions Go Wrong

Jan 21, 2026 30m

In this episode of Bad Boss Confessional, Beth Fahey sits down with EOS Implementer Carolyn Mitchell for an honest conversation about leadership, ego, and the hidden cost of trying to help too…

25. The Hidden Cost of Doing the Right Thing

Jan 14, 2026 36m

In this episode of Bad Boss Confessional, Beth Fahey talks with EOS Implementer Michael Deutsch about a leadership failure that tested his ethics, his systems, and his gut. After landing the biggest…

24. The Shift from Peer to Boss with Jessenia Flores-Gayle

Jan 07, 2026 28m

On this episode of Bad Boss Confessional, Beth Fahey sits down with marketing executive and general manager Jessenia Flores-Gayle to explore what happens when you suddenly become the boss of people…

23. Owning It: A Year of Leadership Confessions

Dec 31, 2025 21m

This year-end episode of Bad Boss Confessional is a look back, a deep breath, and a heartfelt thank you. After launching the show in July, Beth reflects on what it has meant to create a space where…

22. The Role of Honest Dialogue in Healthy Leadership Teams

Dec 17, 2025 32m

This week on Bad Boss Confessional, Beth Fahey welcomes Dennis Purcell, Chief Human Resources Officer at Skidmore Sales & Distributing Co., Inc., for a conversation about what happens when…

21: Be Their Boss, Not Their Buddy

Dec 10, 2025 43m

On this episode of Bad Boss Confessional, Beth Fahey sits down with lifelong entrepreneur and EOS Implementer Dan Heuretz to share a story about betrayal, accountability, and healing. Dan explains…

20: From Positional Power to Humanized Leadership

Dec 03, 2025 39m

On this episode of Bad Boss Confessional, host Beth Fahey sits down with Mary Pat Knight, author of The Humanized Leader, to unpack a career-defining moment of shame. Mary Pat tells how, at 19 and…

19: Empathetic Leadership Without Compromising Accountability

Nov 26, 2025 32m

This week on Bad Boss Confessional, Beth Fahey welcomes Dominic Sergi, CEO of Clear Height Properties, for a conversation about how unchecked empathy almost held his company back. Dominic shares the…

18: Startup Fails, Shark Tank Tales, and Bad Boss Moments

Nov 19, 2025 42m

This week on Bad Boss Confessional, host and EOS Implementor Beth Fahey sits down with Mike Shannon, CEO of Impruve and author of Sweaty Equity. From surviving Shark Tank to opening his first…

17: Perfectionism, Pivoting, and Perseverance

Nov 12, 2025 38m

In this episode of Bad Boss Confessional, Beth Fahey welcomes Kathy Bresler, founder of Altar Community, a Chicago-based hub for connection, wellness, and growth. Kathy shares her journey from…

Frequently Asked Questions

How many episodes does Bad Boss Confessional have?

Bad Boss Confessional has published 36 episodes since July 2025, covering topics in Business, Entrepreneurship.

Is Bad Boss Confessional still active?

Bad Boss Confessional is currently highly active with new episodes weekly. Average episode length is 37m.

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