The Bosshole® Chronicles

The Bosshole® Chronicles

Never waste a good opportunity to learn from a bad boss. Our guests and Subject Matter Experts share their stories about challenging, difficult, and even mean bosses that they have had through their careers. Hosts Sara Best and John Broer explore what happened, what made the relationship difficult, and even the role WE play in our Bosshole experiences. More importantly, we apply some of our insight and analysis around behavioral science and emotional intelligence so that we (and managers listening in) can learn from the experiences and avoid common Bosshole® Blunders. If you have questions or stories you want to share, contact us at info@realgoodventures.com

Episodes

September 2, 2025 22 mins

The hybrid work revolution isn't coming—it's already here. This revealing conversation with Jenny Mobius, Senior VP at SKEDDA and host of the Heroes of Hybrid Work podcast, cuts through the noise with hard data confirming what forward-thinking leaders already know: hybrid work delivers better results for both employees and organizations.

Click HERE for Part 2 of our interview with Jenny Moebius

  • Click HERE for the Hybrid...
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Mark Ostach takes us on a fascinating journey through the psychology of technology and reveals how our digital behaviors profoundly shape our emotions, relationships, and workplace cultures. Drawing from his unique background in psychology and over a decade in the tech industry, Mark shares the pivotal moments that led him from bootstrapping a technology company to becoming a sought-after keynote speaker on digital wellness.

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The mysterious Scholar Reference Profile – analytical, reserved, imaginative, and technically-minded – takes center stage in this deep dive from The Bosshhole® Chronicles. Host John Broer unpacks the unique behavioral DNA that makes Scholars tick: their moderately high dominance, low extroversion, moderately high patience, and notably high formality create professionals who crave independence, reflection time, stability, and freedo...

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What does it really take to become a CEO – and how do you prepare to eventually step away? In this remarkably candid conversation, Vince DiPofi, CEO of SSOE Group, peels back the curtain on his leadership journey from drafting board to corner office, revealing the personal transformation required to lead a global engineering firm.

"You don't know what it's like until you're actually in the seat," D...

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Ever found yourself searching for that perfect candidate who can somehow be innovative and detail-oriented, people-focused and results-driven, all at once? Stop right there. This eye-opening episode debunks the myth of the "unicorn employee" – that mythical 18th reference profile that simply doesn't exist.

Click HERE to get your very own Reference Profile.

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What if the secret to transforming toxic workplaces wasn't just about removing bad bosses, but teaching good ones how to balance caring deeply with challenging directly? In this profound flashback conversation with Kim Scott, author of "Radical Candor" and "Just Work", we explore the frameworks that can revolutionize workplace dynamics and eliminate the harm caused by poor management.

  • Click HERE for Part...
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Marcel Schwantes joins us to share the harrowing experience that inspired his new book "Humane Leadership: Lead with Radical Love, Be a Kick-Ass Boss." In a powerful testament to the physical impact of toxic workplaces, Marcel recounts how workplace stress caused his body to literally shut down—leaving him temporarily paralyzed and unable to walk for a month. This life-changing event became the catalyst for his five-year ...

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July 15, 2025 31 mins

What transforms a caring manager into someone their employees fear? According to executive coach Sabina Nawaz, it's not a personality defect—it's pressure. Drawing from her own jarring experience of returning from maternity leave to find herself snapping at her team, Nawaz reveals the hidden forces that push good people into problematic leadership behaviors. This eye-opening conversation challenges the myth that there are...

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Are your management practices stuck in the 1800s? They might be if you're still operating with conventional management approaches. In this eye-opening episode, Jason Lauritsen reveals why so many workplaces struggle with engagement, retention, and performance — our management methods were designed during the industrial revolution to make humans behave like machines.

Jason introduces his groundbreaking Check-In Method™...

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Ever wondered about those colleagues who seem to change their approach depending on the situation? The ones who are harder to pin down, yet somehow able to work effectively with almost anyone? Our latest episode dives deep into the mysterious world of the Adapter Reference Profile.

Click HERE for a short video about the Adapter.

Click HERE to get your very own Reference Profile.

Related TBC Episodes:

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Ever wonder why someone with a stellar resume struggles in their new role? Or why another employee with modest credentials becomes your top performer? The answer lies in understanding that people are more than their professional history.

The Bosshole Chronicles takes you on a journey through the powerful "Head, Heart, and Briefcase" model—a framework that transforms how leaders view, select, and develop their tea...

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Monica Challingsworth takes us behind the scenes of her entrepreneurial journey, revealing how conscious leadership principles transformed her hospitality career and led to the founding of multiple thriving businesses. With remarkable candor, she shares her path from college graduate to founder of Eustress and Demeter restaurant consulting and co-creator of Dink and Dine Pickle Park—an innovative entertainment concept opening in Me...

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Ever witnessed a manager publicly humiliate a colleague and felt that collective cringe spread through the room? The latest Bosshole® Chronicles episode tackles the destructive impact of sarcasm and public embarrassment in the workplace—common leadership behaviors that instantly qualify someone as a "Bosshole."

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Never miss a good opportunity to learn from a bad boss....

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The modern mental health conversation has taken a concerning turn, according to clinical therapist Jonelle Massey. Rather than building resilience, we've defined wellbeing as the absence of discomfort and the avoidance of challenges—a definition that ultimately leaves us ill-equipped for life's inevitable difficulties.  Drawing from her experiences as a former D1 athlete and her work with leaders across various fields, Ma...

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Freedom isn't free. This simple yet profound truth anchors our special Memorial Day episode as we explore the origins, evolution, and significance of this solemn American holiday that honors those who made the ultimate sacrifice for our nation.

Did you know that approximately 43% of Americans, primarily younger generations, don't fully understand Memorial Day's origins? Beyond barbecues and beach trips marki...

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Clarity isn't just a leadership buzzword—it's the difference between victory and defeat.  In this continuation of leadership lessons from Gettysburg, host John Broer unpacks how ambiguous communication can derail even the most talented teams. Drawing parallels between Robert E. Lee's fateful directive to General Richard Ewell in 1863 and modern workplace challenges, John reveals the profound consequences of leadershi...

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Dr. Veronica Motley brings 35+ years of educational leadership wisdom to this powerful conversation about what truly makes leaders successful. Her journey from task-oriented manager to inspirational leader offers profound insights for anyone looking to elevate their leadership impact.

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Join me on a transformative journey to Gettysburg, Pennsylvania, where the historic battlefield becomes a powerful classroom for modern leadership lessons. Stepping away from our usual format, this special episode takes you inside the Marco's Leadership Institute, where military history and contemporary leadership science converge in fascinating ways.

  • Click HERE to learn more about Diamond 6

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Discover the fascinating world of Controller managers in this deep dive into one of the most precision-focused reference profiles. Making up 3.99% of the population, Controllers bring exceptional value through their commitment to accuracy, structure, and results, making them essential players in organizational success.

Click HERE for a short video about the Controller.

Click HERE to get your very own Reference Profile.
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Reading employee emails? Surprise visits to "catch" them working? Our new episode breaks down why these surveillance tactics reveal more about your leadership gaps than employee performance. Listen for better alternatives.

HERE ARE MORE RESOURCES FROM REAL GOOD VENTURES:

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Click HERE to get your very own Reference Profile.  We use The Predictive Inde...

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