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The Bad Boss Brief Podcast

The Bad Boss Brief Podcast

A strategic guide on how NOT to be an asshole at work. An executive and an executive coach break down bad bosses, toxic workplace behavior, leadership failures, impossible coworkers, and what to do when work starts feeling impossible. 118 episodes Latest Jun 3, 2026

An executive and an executive coach analyze bad bosses, toxic workplace behavior, leadership failures, and impossible coworkers. They provide a strategic guide on how not to be an asshole at work, offering insights and advice for navigating difficult workplace dynamics.

Episodes

EP 83 Judgement Day Jun 3, 2026 1885 In this episode of The Bad Boss Brief, we discuss:- how judgement can help you set good boundaries- can judgement and forgiveness co-exist- why you want your bosses and partners to have good judgement and moreAnd, no, we’re not choosing topics based on Eugene’s tattoos but if the shoe fits...Watch, listen, share with your friends!As always, send us show ideas, comments or thoughts to wtf@badbossbr
EP 82 Do You Want to Know May 20, 2026 2073 In this episode, we talk about what and if you really want to know. Do you want to know if your partner has cheated? Do you care how many people they had sex with before you? Or it is better to just not know?Please note that we do talk, briefly, about Gisele Pelicot’s new memoir discussing her rapes and horrific abuse by her husband and others.And no, we’re not going to tell you what Eugene remind
EP 81 You Asked For It May 6, 2026 1875 We answer your questions on surviving a lay off, using your words and freelance vs full time foolishness.You, our favorite listeners, sent in some great questions and we get to some of them in this episode.How does a man who was laid off from his public health job after budget cuts do better in interviews? What happens when your boss or co-workers don’t use their words but expect you to anticipate
Ep 80 Art, Artists, and AI Apr 22, 2026 2131 Eugene and Stephanie talk about why they don’t use AI in their creative work, how AI has changed the notion of ownership, but not the fact that people who claim other artist’s work as their own should be roundly shamed and wonder if someone in the future is going to be surprised that writers like Eugene and Stephanie actually wrote their own s**t, from scratch, without AI?From the Colson Whitehead
The Best Laid Plans Show | BBB – 79 Apr 8, 2026 2238 You make a plan. It’s a great plan. And then it all goes to s**t. It might be fate, terrible bosses, or a war.- How do you navigate plans falling asunder?- How important is perseverance?- The value of staying flexible to stay employed.- Can you reframe your metrics for success to make sure they are accurate?All this and more in the audio or video version of The Bad Boss Brief Episode 79 The Best L
The Analogy Show | BBB – 78 Mar 25, 2026 2090 Life isn’t like a box of chocolates, but in today’s show we talk about analogies - how good ones can help teams learn, and bad ones can fan the flames of conflict. Listen or watch now, and please share this still free substack with your friends!If you've got an idea for a show topic, message us here or email us at wtf@badbossbrief.com. This is a public episode. If you'd like to discuss this with o
We Are Not Algorithms | BBB – 77 Mar 11, 2026 1937 When we were growing up, we would never have believed that people would sign up to be tracked every minute of their lives.Yet here we are.Today we talk AI, surveillance, the dystopia we signed up for and why people make decisions that work against their well-being and throw away happiness with both hands.Listen or watch now, and please share this still free substack with your friends!If you've got
The Accountability Show | BBB – 76 Feb 25, 2026 1931 We talk about what you can do if you’re a worker with less power and what you can - and should - do as a leader or executive to build a culture of accountability.How to handle illegal and unethical behavior as well as the irritating but not forbidden shirking of duties.And the guy who went after his bad boss with a brick. Which we do not recommend.Listen, watch and please share!Eugene and Stephani
The Not Normal Show | BBB – 75 Feb 11, 2026 1974 When the world is burning and everything is very much not normal, how can you show up for work and keep your sanity, dignity and job? Eugene's on tour, calling in from a coffee shop, and we're talking about how to navigate working when your life - or the world - is on fire. We talk about:– The emotional energy it takes to pretend to be normal when you are not.– Don't expect your employer to be muc
The Danger Zone – Is Your Job At Risk? | BBB – 74 Jan 28, 2026 1885 How do you know if you’re in trouble at work and about to be laid off?Eugene and Stephanie talk about:– How do you know if you’re in danger of being laid off? We answer a listener's question and talk – PIPs (Performance Improvement Plans) and how to tell a good faith one from a bad faith one– Why we don’t sue even when we could – What the face of your boss’s spouse can tell you about your professi
The Cut and Run Show | BBB – 73 Jan 14, 2026 1963 If you are starting the new year trying to decide whether to stay or go in a job, relationship or anything else you want to listen to this episode. Eugene and Stephanie talk about:- The Potential Trap, where you stay because there’s “so much potential”- Giving yourself permission to leave by challenging your ideas around quitting- Why you can’t push rope- Good reasons to stay in a bad situation- T
The Not Rich Show | BBB – 72 Dec 17, 2025 1985 What if one friend can afford to retire early and the other can’t?What if that friend is Eugene and Stephanie finally confesses her envy?Listen as Eugene and Stephanie discuss:- What to do if your friends or co-workers have more money than you do- How being broke in your youth can impact you for the rest of your life- What to do if fear of finances makes you ignore important money issues- How to g

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