Bad Boss Files: Lessons From The Worst
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S1E13 IC vs W2
In this episode, we unpack a real-world story that highlights a growing issue in today’s workplace: employee misclassification. What happens when someone is labeled as an independent contractor but…
S1E12 The Bully Boss
In this episode, we share a real story about a department manager dealing with a toxic, bullying boss in a retail environment. Over time, the manager faced constant criticism, public humiliation, and…
S1E11 Episode 11: Hair Today, HR Tomorrow
In this episode, we talk about how workplace behavior is learned by watching others, especially leaders, and how quickly culture can be shaped by what managers say and do. When a manager makes…
Episode 10: I'm Just a Little Tipsy
In this episode of Bad Boss Files, we dive into a workplace where communication is one-sided, leadership is checked out, and accountability is nowhere to be found. What starts with a boss casually…
We Don't Have Time For That
In this episode of Bad Boss Files, we dive into a workplace where communication is one-sided, favoritism runs deep, and retaliation is real. When a sales team is asked to share the good, bad, and…
S1E8 Live & Unfiltered Let's Talk About Harassment
In this powerful live episode, we welcome our first-ever guest who bravely shares what it was like to work for a boss who regularly made inappropriate comments about her clothing and appearance. The…
S1E7 Practice Turnaround
In this episode, we explore the complicated transition of power when a long-time owner steps away and a senior leader, whose only leadership example is the outgoing boss, steps in. Communication…
S1E6 Career Capped By Control
After a long career in government service, one employee finally landed a temporary role they loved thanks to a supervisor who unknowingly bypassed a gatekeeping process. They excelled, earned praise,…
S1E5 The Bottleneck Boss
This episode spotlights a boss who brought in a highly-qualified new manager only to undermine her at every turn. Despite her competence and the team's steady progress, he inserted himself into…
S1E4 Schedule? What Schedule?
In this episode, we unpack the story of a manager who constantly changed the work schedule without informing staff, then had the audacity to blame his team for being “undependable.” As frustration…
S1E3 She Spoke Up, He Shut Her Down
In this episode, we unpack the story of an employee at a small business who was eager to grow, stepping up to take on new responsibilities after a teammate left. But when she sent one marketing…
S1E2 Lost Forms and Brain Fog
In this episode, we explore the story of an employee who was encouraged to pursue education and career advancement—until she actually tried. When she submitted her tuition reimbursement form, it…
S1E1 Order Whatever You Want
In this episode of Bad Boss Files, a long-time high-performer finds herself micromanaged, blocked from leadership, and slowly erased after a new manager takes over. Delegated to, ignored, and…
Episode 0 How We Got Here
Before the stories roll in, we’re pulling back the curtain on how Bad Boss Files came to be. In this kickoff episode, Sheri and Kate share the inspiration behind Bad Boss Files, why this podcast…
What Is The Bad Boss Files?
In this kickoff episode, Sheri and Kate introduce The Bad Boss Files the podcast where workplace horror stories meet coaching wisdom and real talk. They share why the show exists, what you can expect…
Frequently Asked Questions
Bad Boss Files: Lessons From The Worst has published 15 episodes since August 2025, covering topics in Business, Management.
Bad Boss Files: Lessons From The Worst is currently highly active with new episodes every 2 weeks. Average episode length is 16m.
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