The Bosshole® Chronicles

Real Good Ventures
  • 5.0 (13)
  • BUSINESS
  • UPDATED WEEKLY

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

  1. TBC Flashback - Dr. Todd Dewett: License to Lead

    6D AGO

    TBC Flashback - Dr. Todd Dewett: License to Lead

    You can need a license to do almost anything, yet you can become a manager with “jack squat” preparation and still have daily power over people’s health, stress, and careers. That’s the tension at the heart of our flashback conversation with leadership expert Dr. Todd Dewett, recorded as teams were clawing their way out of peak pandemic uncertainty and still painfully relevant for today’s remote work and hybrid work reality. Click HERE for Dr. Todd's websiteClick HERE for Dr. Todd's LinkedIn profileClick HERE for Dr. Todd's book, Live HardClick HERE for Dr. Todd's other TBC episodeHERE ARE MORE RESOURCES FROM REAL GOOD VENTURES: Never miss a good opportunity to learn from a bad boss... Click HERE to get your very own Reference Profile.  We use The Predictive Index as our analytics platform so you know it's validated and reliable.  Your Reference Profile informs you of your needs, behaviors, and the nuances of what we call your Behavioral DNA.  It also explains your work style, your strengths, and even the common traps in which you may find yourself.  It's a great tool to share with friends, family, and co-workers. Follow us on Instagram HERE and make sure to share with your network! Follow us on X HERE and make sure to share with your network! Provide your feedback HERE, please!  We love to hear from our listeners and welcome your thoughts and ideas about how to improve the podcast and even suggest topics and ideas for future episodes. Visit us at www.realgoodventures.com.  We are a Talent Optimization consultancy specializing in people and business execution analytics.  Real Good Ventures was founded by Sara Best and John Broer who are both Certified Talent Optimization Consultants with over 50 years of combined consulting and organizational performance experience.  Sara is also certified in EQi 2.0.  RGV is also a Certified Partner of Line-of-Sight, a powerful organizational health and execution platform.  RGV is known for its work in leadership development, executive coaching, and what we call organizational rebuild where we bring all our tools together to diagnose an organization's present state and how to grow toward a stronger future state.  Send us Fan Mail

    33 min
  2. Tina Marie and Jen - Insights on the Individual Contributor Pathway

    MAR 17

    Tina Marie and Jen - Insights on the Individual Contributor Pathway

    Promoting your best individual contributor into management might feel like a reward, but it’s often the fastest route to frustration, misalignment, and avoidable turnover. We sit down with HR leaders Tina-Marie Wolfield and Jennifer “Jen” DuPont to unpack what a robust individual contributor career path actually looks like and why modern organizations can’t afford to treat people leadership as the only way to grow. Click HERE for Tina-Marie's LinkedIn profileClick HERE for Jen's LinkedIn profileClick HERE for the TIMAWO websiteClick HERE for the HRUnite! websiteClick HERE to get a copy of Tina-Marie's bookHERE ARE MORE RESOURCES FROM REAL GOOD VENTURES: Never miss a good opportunity to learn from a bad boss... Click HERE to get your very own Reference Profile.  We use The Predictive Index as our analytics platform so you know it's validated and reliable.  Your Reference Profile informs you of your needs, behaviors, and the nuances of what we call your Behavioral DNA.  It also explains your work style, your strengths, and even the common traps in which you may find yourself.  It's a great tool to share with friends, family, and co-workers. Follow us on Instagram HERE and make sure to share with your network! Follow us on X HERE and make sure to share with your network! Provide your feedback HERE, please!  We love to hear from our listeners and welcome your thoughts and ideas about how to improve the podcast and even suggest topics and ideas for future episodes. Visit us at www.realgoodventures.com.  We are a Talent Optimization consultancy specializing in people and business execution analytics.  Real Good Ventures was founded by Sara Best and John Broer who are both Certified Talent Optimization Consultants with over 50 years of combined consulting and organizational performance experience.  Sara is also certified in EQi 2.0.  RGV is also a Certified Partner of Line-of-Sight, a powerful organizational health and execution platform.  RGV is known for its work in leadership development, executive coaching, and what we call organizational rebuild where we bring all our tools together to diagnose an organization's present state and how to grow toward a stronger future state.  Send a text

    43 min
  3. Neil Pretty - Leading Beyond Fear

    MAR 10

    Neil Pretty - Leading Beyond Fear

    Want a team that tells you the truth before the market does? We brought back culture architect Neil Pretty to mark the launch of Leading Beyond Fear and to unpack a practical path to psychological safety that goes beyond buzzwords. We talk about how to see real-time reality, reduce unforced errors, and build a culture where dissent is data, not danger. Click HERE to order Leading Beyond FearClick HERE for Aristotle Performance's websiteClick HERE for Neil's LinkedIn pageClick HERE for Neil's first episode on The Bosshole® ChroniclesHERE ARE MORE RESOURCES FROM REAL GOOD VENTURES: Never miss a good opportunity to learn from a bad boss... Click HERE to get your very own Reference Profile.  We use The Predictive Index as our analytics platform so you know it's validated and reliable.  Your Reference Profile informs you of your needs, behaviors, and the nuances of what we call your Behavioral DNA.  It also explains your work style, your strengths, and even the common traps in which you may find yourself.  It's a great tool to share with friends, family, and co-workers. Follow us on Instagram HERE and make sure to share with your network! Follow us on X HERE and make sure to share with your network! Provide your feedback HERE, please!  We love to hear from our listeners and welcome your thoughts and ideas about how to improve the podcast and even suggest topics and ideas for future episodes. Visit us at www.realgoodventures.com.  We are a Talent Optimization consultancy specializing in people and business execution analytics.  Real Good Ventures was founded by Sara Best and John Broer who are both Certified Talent Optimization Consultants with over 50 years of combined consulting and organizational performance experience.  Sara is also certified in EQi 2.0.  RGV is also a Certified Partner of Line-of-Sight, a powerful organizational health and execution platform.  RGV is known for its work in leadership development, executive coaching, and what we call organizational rebuild where we bring all our tools together to diagnose an organization's present state and how to grow toward a stronger future state.  Send us Fan Mail

    46 min
  4. Joe Short - "Love Where You Live, Love What You Do"

    MAR 3

    Joe Short - "Love Where You Live, Love What You Do"

    What if the best leadership lesson starts with hauling your own kegs? We sit down with Shorts Brewing founder Joe Short to trace the arc from a teenage homebrewer in northern Michigan to a 22-year craft mainstay known for fearless creativity, consistent quality, and a culture people want to join.  Click HERE to visit the Short's Brewing websiteHERE ARE MORE RESOURCES FROM REAL GOOD VENTURES: Never miss a good opportunity to learn from a bad boss... Click HERE to get your very own Reference Profile.  We use The Predictive Index as our analytics platform so you know it's validated and reliable.  Your Reference Profile informs you of your needs, behaviors, and the nuances of what we call your Behavioral DNA.  It also explains your work style, your strengths, and even the common traps in which you may find yourself.  It's a great tool to share with friends, family, and co-workers. Follow us on Instagram HERE and make sure to share with your network! Follow us on X HERE and make sure to share with your network! Provide your feedback HERE, please!  We love to hear from our listeners and welcome your thoughts and ideas about how to improve the podcast and even suggest topics and ideas for future episodes. Visit us at www.realgoodventures.com.  We are a Talent Optimization consultancy specializing in people and business execution analytics.  Real Good Ventures was founded by Sara Best and John Broer who are both Certified Talent Optimization Consultants with over 50 years of combined consulting and organizational performance experience.  Sara is also certified in EQi 2.0.  RGV is also a Certified Partner of Line-of-Sight, a powerful organizational health and execution platform.  RGV is known for its work in leadership development, executive coaching, and what we call organizational rebuild where we bring all our tools together to diagnose an organization's present state and how to grow toward a stronger future state.  Send us Fan Mail

    28 min

  5. FEB 24

    Lilly's Story - A "Grade A" Bosshole

    The lights were bright, the stakes were high, and the work felt world‑shaping. Lilly stepped into national broadcast straight out of college, scaled a tiny shop into a multi‑crew operation, and answered calls when presidents landed or crises erupted—only to realize the culture fueling those wins ran on tests, temper, and control. Click HERE to learn more about DialecticsHERE ARE MORE RESOURCES FROM REAL GOOD VENTURES: Never miss a good opportunity to learn from a bad boss... Click HERE to get your very own Reference Profile.  We use The Predictive Index as our analytics platform so you know it's validated and reliable.  Your Reference Profile informs you of your needs, behaviors, and the nuances of what we call your Behavioral DNA.  It also explains your work style, your strengths, and even the common traps in which you may find yourself.  It's a great tool to share with friends, family, and co-workers. Follow us on Instagram HERE and make sure to share with your network! Follow us on X HERE and make sure to share with your network! Provide your feedback HERE, please!  We love to hear from our listeners and welcome your thoughts and ideas about how to improve the podcast and even suggest topics and ideas for future episodes. Visit us at www.realgoodventures.com.  We are a Talent Optimization consultancy specializing in people and business execution analytics.  Real Good Ventures was founded by Sara Best and John Broer who are both Certified Talent Optimization Consultants with over 50 years of combined consulting and organizational performance experience.  Sara is also certified in EQi 2.0.  RGV is also a Certified Partner of Line-of-Sight, a powerful organizational health and execution platform.  RGV is known for its work in leadership development, executive coaching, and what we call organizational rebuild where we bring all our tools together to diagnose an organization's present state and how to grow toward a stronger future state.  Send us Fan Mail

    36 min
  6. Erica Ishida - The Potential Era™

    FEB 17

    Erica Ishida - The Potential Era™

    Feeling overwhelmed by AI but tired of the buzzwords? We sat down with executive coach and AI23 co‑founder Erica Ishida to reframe the moment: this isn’t about squeezing a few more percentage points of efficiency. It’s about unlocking human potential and using AI as a true partner so people can do the work that lights them up. Click HERE to visit AI23's websiteClick HERE for The Potential Era™ articleClick HERE for Erica's LinkedIn pageHERE ARE MORE RESOURCES FROM REAL GOOD VENTURES: Never miss a good opportunity to learn from a bad boss... Click HERE to get your very own Reference Profile.  We use The Predictive Index as our analytics platform so you know it's validated and reliable.  Your Reference Profile informs you of your needs, behaviors, and the nuances of what we call your Behavioral DNA.  It also explains your work style, your strengths, and even the common traps in which you may find yourself.  It's a great tool to share with friends, family, and co-workers. Follow us on Instagram HERE and make sure to share with your network! Follow us on X HERE and make sure to share with your network! Provide your feedback HERE, please!  We love to hear from our listeners and welcome your thoughts and ideas about how to improve the podcast and even suggest topics and ideas for future episodes. Visit us at www.realgoodventures.com.  We are a Talent Optimization consultancy specializing in people and business execution analytics.  Real Good Ventures was founded by Sara Best and John Broer who are both Certified Talent Optimization Consultants with over 50 years of combined consulting and organizational performance experience.  Sara is also certified in EQi 2.0.  RGV is also a Certified Partner of Line-of-Sight, a powerful organizational health and execution platform.  RGV is known for its work in leadership development, executive coaching, and what we call organizational rebuild where we bring all our tools together to diagnose an organization's present state and how to grow toward a stronger future state.  Send us Fan Mail

    40 min
  7. TBC Flashback - Dr. Jeremy Pollack, "The Peacebuilding Leader" (Feb 2023)

    FEB 10

    TBC Flashback - Dr. Jeremy Pollack, "The Peacebuilding Leader" (Feb 2023)

    Ever wish tough conversations didn’t spiral into stress and silence? We bring peace psychologist Dr. Jeremy Pollack back in this TBC Flashback to explore how leaders can turn friction into trust with a simple shift: care before solution. Instead of jumping to fixes, we practice reflective listening, validate what we hear, and slow our nervous systems so better options can emerge. Click HERE to access Dr. Pollack's LinkedIn profileClick HERE for the Pollack Peacebuilding SystemsClick HERE to purchase Dr. Pollack's book Conflict Resolution Playbook Listen to these related TBC episodes: Dr. Amy Edmondson - The Fearless OrganizationSara and John - Above the Line, Below the LineBen Snyder - A Less Bosshole® Way to LiveHERE ARE MORE RESOURCES FROM REAL GOOD VENTURES: Never miss a good opportunity to learn from a bad boss... Click HERE to get your very own Reference Profile.  We use The Predictive Index as our analytics platform so you know it's validated and reliable.  Your Reference Profile informs you of your needs, behaviors, and the nuances of what we call your Behavioral DNA.  It also explains your work style, your strengths, and even the common traps in which you may find yourself.  It's a great tool to share with friends, family, and co-workers. Follow us on Instagram HERE and make sure to share with your network! Follow us on X HERE and make sure to share with your network! Provide your feedback HERE, please!  We love to hear from our listeners and welcome your thoughts and ideas about how to improve the podcast and even suggest topics and ideas for future episodes. Visit us at www.realgoodventures.com.  We are a Talent Optimization consultancy specializing in people and business execution analytics.  Real Good Ventures was founded by Sara Best and John Broer who are both Certified Talent Optimization Consultants with over 50 years of combined consulting and organizational performance experience.  Sara is also certified in EQi 2.0.  RGV is also a Certified Partner of Line-of-Sight, a powerful organizational health and execution platform.  RGV is known for its work in leadership development, executive coaching, and what we call organizational rebuild where we bring all our tools together to diagnose an organization's present state and how to grow toward a stronger future state.  Send us Fan Mail

    41 min
  8. Chad Littlefield - The Contribution Method

    FEB 3

    Chad Littlefield - The Contribution Method

    What if your next meeting didn’t start with, “Let’s wait for a few more to join,” and end with, “Sorry, we’re out of time”? We sat down with Chad Littlefield, co-founder and Chief Experience Officer at We and Me, to unpack a practical, repeatable way to turn passive rooms into engaged teams. The Contribution Method replaces consumption with involvement, helping leaders design moments where people feel needed, not managed. Click HERE for Chad's websiteClick HERE for Chad's LinkedIn profileHERE ARE MORE RESOURCES FROM REAL GOOD VENTURES: Never miss a good opportunity to learn from a bad boss... Click HERE to get your very own Reference Profile.  We use The Predictive Index as our analytics platform so you know it's validated and reliable.  Your Reference Profile informs you of your needs, behaviors, and the nuances of what we call your Behavioral DNA.  It also explains your work style, your strengths, and even the common traps in which you may find yourself.  It's a great tool to share with friends, family, and co-workers. Follow us on Instagram HERE and make sure to share with your network! Follow us on X HERE and make sure to share with your network! Provide your feedback HERE, please!  We love to hear from our listeners and welcome your thoughts and ideas about how to improve the podcast and even suggest topics and ideas for future episodes. Visit us at www.realgoodventures.com.  We are a Talent Optimization consultancy specializing in people and business execution analytics.  Real Good Ventures was founded by Sara Best and John Broer who are both Certified Talent Optimization Consultants with over 50 years of combined consulting and organizational performance experience.  Sara is also certified in EQi 2.0.  RGV is also a Certified Partner of Line-of-Sight, a powerful organizational health and execution platform.  RGV is known for its work in leadership development, executive coaching, and what we call organizational rebuild where we bring all our tools together to diagnose an organization's present state and how to grow toward a stronger future state.  Send us Fan Mail

    45 min
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Ratings & Reviews

5
out of 5
13 Ratings

About

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

Information

  • Creator
    Real Good Ventures
  • Years Active
    2020 - 2026
  • Episodes
    277
  • Rating
    Clean
  • Copyright
    © 2026 The Bosshole® Chronicles
  • Show Website
    The Bosshole® Chronicles

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