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Bad Boss Files: Lessons From The Worst

Bad Boss Files: Lessons From The Worst

Written by: badbossfiles
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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/badbossbadbossfiles Economics Management Management & Leadership
Episodes
  • Episode 10: I'm Just a Little Tipsy
    Apr 13 2026

    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.

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    18 mins
  • We Don't Have Time For That
    Apr 13 2026

    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.

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    17 mins
  • Live & Unfiltered Let's Talk About Harassment
    Nov 21 2025

    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

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    25 mins
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