Bad Boss Files: Lessons From The Worst

PODCAST · business

Bad Boss Files: Lessons From The Worst

Everyone has a bad boss story — and we’re here to talk about them.Hosted by HR consultant Sheri Bender and co-host Kate Bray, Bad Boss Files digs into real-life workplace disasters, toxic leadership moments, and cringeworthy management missteps. Each episode dissects what went wrong, what could’ve been done differently, and whether the behavior was coachable, trainable… or just a straight-up red flag. You’ll hear anonymous stories, HR insights, and conversations that blend humor, reflection, and practical advice. Submit your story: pulsehrsolutions.com/badboss

  1. 13

    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 inappropriate comments or crosses personal boundaries, it doesn’t just affect one person: it impacts trust, safety, and the entire team.We also explore what happens when an employee shows up, works hard, and dedicates themselves to a company expecting to be treated with respect but instead experiences behavior that makes them question their value.This episode is a reminder that leadership behavior matters. The way managers treat people can either build a strong, respectful culture or break it down.#WorkplaceCulture #LeadershipMatters #RespectAtWork #EmployeeExperience #BadBossFiles #LessonsFromTheWorst #BadBossFilesPodcast #PulseHRSolutions

  2. 12

    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 showing up to meetings “a little tipsy” quickly unravels into a pattern of behavior that erodes trust across the team. It shows how leadership sets the standard for culture and leaves once-happy employees wondering how they can navigate a toxic culture and it often feels safer to keep your head down than speak up.From blurred boundaries to outright misrepresentation, this story highlights how poor leadership doesn’t just impact one moment it shapes the entire workplace. It’s a candid look at what happens when integrity is missing, and why good employees ultimately choose to walk away rather than tolerate it.

  3. 11

    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 ugly, a woman is cut off mid-sentence while her male coworker gets triple the time and the boss’s full attention. What follows is two months of silent treatment, ignored emails, and a growing list of red flags. Even the owners know there’s a problem… but no one wants to rock the boat. This is a story of gender bias, power games, and a culture that rewards the wrong behavior.

  4. 10

    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 lines kept getting crossed and she often found herself embarrassed, uncomfortable, and unsure how to respond.Sheri and Kate open up about their own experiences with workplace harassment and the ways silence can add another layer of harm. Together, they break down what should have happened, how organizations can respond better, and what real accountability and safety look like.This episode is real, raw, and unfiltered and a reminder that creating safe workplaces isn’t optional. It’s a responsibility.#BadBossFiles #LessonsFromTheWorst #BadBossFilesPodcast #PulseHRSolutions #Harassment

  5. 9

    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 gaps, top-down decisions, and a legacy of poor leadership create a shaky start. But when employees bravely speak up, the new owner begins to listen. We dig into what it takes to break the cycle, build trust, and whether this kind of growth can truly reshape a leadership style.

  6. 8

    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, and was invited to extend. When the regular supervisor was asked for approval, the answer was a firm 'no'. And the next time around, the employee wasn’t even permitted to apply for a position they had enjoyed and excelled in.Nearing retirement, they suspected they were being boxed in and pushed out, just for thriving in a different role. An EEO claim followed, but even that process felt like a dead end. In this episode, we dig into how great performance can become a threat and what it costs when leaders fear letting people grow.#BadBossFiles #LessonsFromTheWorst #BadBossFilesPodcast #PulseHRSolutions #LowMorale

  7. 7

    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 projects unnecessarily, caused delays, and ultimately claimed credit for work she and her team completed. We break down the insecurity-fueled sabotage, the leadership damage it caused, and ask: Was this coachable… or just plain toxic?#BadBossFiles #LessonsFromTheWorst #BadBossFilesPodcast #PulseHRSolutions #PoorLeadership

  8. 6

    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 grew, it became clear he played favorites—giving select employees insider info while leaving others scrambling. We dig into the impact of poor communication, inconsistent expectations, and favoritism on team morale, and ask the big questions: Is this behavior coachable? Trainable? And would you stay or walk away?#BadBossFiles #LessonsFromTheWorst #BadBossFilesPodcast #PulseHRSolutions

  9. 5

    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 email, her boss responded with yelling, profanity, and an ego-fueled lecture. Despite her dedication, she consistently felt singled out—and as a minority, she finally asked the question that had been weighing on her: Was this about her race? The answer came not in words, but in retaliation. We dive into what happened, why speaking up shouldn’t cost someone their job, and whether any part of this is actually coachable.#BadBossFiles #LessonsFromTheWorst #BadBossFilesPodcast #PulseHRSolutions #Bias

  10. 4

    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 mysteriously vanished, her manager deflected blame to HR, and the HR contact conveniently left. What followed was a textbook case of passive resistance, lost trust, and silent sabotage. She ended up investing in herself, without support from the very people who had once suggested it. We break down the red flags, accountability gaps, and ask the big questions: Was this coachable? Or just a classic case of lip service leadership?#BadBossFiles#LessonsFromTheWorst #BadBossFilesPodcast #PulseHRSolutions #RedFlags

  11. 3

    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 devalued, she finally gives notice — only to have her boss finally ask what salary might have kept her. At her farewell lunch, the micromanaging doesn't stop. The kicker? “Order whatever you want — but you HAVE to get the guacamole!" Micromanager until the end. Even at the farewell party. #BadBossFiles #LessonsFromTheWorst #BadBossFilesPodcast #PulseHRSolutions #HRPodcast #Micromanager

  12. 2

    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 matters, and what you can expect in future episodes. Whether you’ve survived a bad boss, been one, or want to avoid becoming one — you’re in the right place. #BadBossFiles #LessonsFromTheWorst #BadBossFilesPodcast #PulseHRSolutions #ToxicWorkplace

  13. 1

    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 in each episode, and how your stories (yes, yours!) can help others lead better. From HR confessions to laugh-out-loud leadership fails, this podcast digs into whether bad behavior is coachable, trainable… or just plain walk-away worthy.#BadBossFiles#LessonsFromTheWorst #BadBossFilesPodcast #PulseHRSolutions#LeadershipLessons Learn more about this episode at Podchaser: Sf6dSWYImUQZluTFmOhY

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ABOUT THIS SHOW

Everyone has a bad boss story — and we’re here to talk about them.Hosted by HR consultant Sheri Bender and co-host Kate Bray, Bad Boss Files digs into real-life workplace disasters, toxic leadership moments, and cringeworthy management missteps. Each episode dissects what went wrong, what could’ve been done differently, and whether the behavior was coachable, trainable… or just a straight-up red flag. You’ll hear anonymous stories, HR insights, and conversations that blend humor, reflection, and practical advice. Submit your story: pulsehrsolutions.com/badboss

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