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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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When failure shows up at your business’s front door for the third time... Should you offer it coffee or finally figure out why it keeps showing up?
In this episode, Chrissy and Josh dive headfirst into the messy middle of managing failure in leadership, because let’s be real: business mistakes happen, and how you respond can make or break your company culture.
From missed targets to employee slip-ups to operational misfires, this episode is your unofficial guide to handling setbacks with clarity, courage, and just enough humor to stay sane. Whether you’re a founder working on your CEO mindset, a team lead navigating employee expectations, or a manager trying to build workplace trust, this conversation is packed with practical tools and real-world insights you can put into play immediately.
You’ll discover why leadership failure can spark leadership growth, how emotional intelligence and psychological safety drive innovation, and how to run a clear postmortem analysis that focuses on fixes, not blame. We also cover how your failure response, leadership communication, and operational systems shape your team dynamics and define your ability to lead under pressure.
Listen in, laugh a little, and learn how to lead smarter even when things slightly go side ways.
If you're looking to get help with your culture, or to help out an entire group, reach out to Josh and Chrissy today! We would love to see how we can help you, your business, or your event. Contact us!
ClarityHR is your fractional HR team, giving you real people, real support, and real solutions. Whether it’s compliance headaches, hiring struggles, or just needing someone to take the people stuff off your plate — we’ve got your back. So if you’re ready to stop using duct-tape and hope as your HR strategy and finally get some peace of mind, head over to ClarityHR.com
🎙 Ready to Fix What’s Holding Your Business Back?
The Business Fix podcast delivers real-world strategies to grow your business, lead your team, and reclaim your time. New episodes drop weekly—packed with insights for business owners and managers who want to do better.
🔗 Connect with Chrissy and Josh at https://www.businessfixpodcast.com/ for more tools, support, and clarity.
Enjoy the episode? Leave us a review, share it with your leadership team, and let us know your biggest takeaway in the comments!
Chapters
1. Why Talking About Failure Makes You a Stronger Leader (00:00:00)
2. How Embracing Failure Opens the Door to Growth (00:02:53)
3. What Your Team Really Wants from You When Things Go Wrong (00:04:09)
4. Turning Mistakes into Data Instead of Shame (00:06:51)
5. How Your Tone in Tough Moments Shapes Company Culture (00:07:36)
6. Why Documenting Mistakes Can Save Your Team (and Sanity) (00:10:44)
7. The Communication Hack That Reduces Future Failures (00:13:24)
8. What to Do When the Blame Game Starts (00:18:13)
9. How to Shift the Focus from ‘Who Messed Up’ to ‘What Broke’ (00:19:14)
10. Why Great Leaders Pause Before Reacting to Mistakes (00:21:22)
11. How to Look Calm, Competent, and Confident When Things Go South (00:24:47)
12. Your Go-To Playbook for Leading Through Failure (00:30:44)
13. Quick Wins and Final Thoughts on Failing Forward (00:32:22)
29 episodes
