Bad Days Leadership

Bad Days Leadership

Bad Days Leadership is a podcast where bad days make better leaders. Hosted by Dr. Matt Paden, President and Managing Partner at Great Days Leadership, each episode explores the moments we’d rather forget, the cringe-worthy decisions, awkward conversations and leadership missteps that taught us the most. In a relaxed conversation, guests share stories from their own leadership journey like: A decision they still wince at A boss behavior they vowed never to repeat A “bad leader alert” phrase or action they’ll never forget These honest, often humorous reflections reveal powerful lessons about growth, humility and resilience. Each guest leaves listeners with one piece of practical advice, something they wish they’d known ten years ago. The show is conversational and authentic, designed to remind us that even our worst days can make us better leaders.

Episodes

June 30, 2026 51 mins

Lt. Col. (Ret.) Scott Mann — former U.S. Army Green Beret, founder of Rooftop Leadership, host of the Scott Mann Podcast, and author of the New York Times bestseller Operation Pineapple Express and the new book The Generosity of Scars — joins Dr. Matt Paden on the Bad Days Leadership podcast. Scott shares the mission in Afghanistan that cost a teammate his life and the questions that have never stopped since, the moment...

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Stephanie Henderson — CEO-turned-executive coach, keynote speaker, culture strategist, and founder of Impact Driven Partners — joins Dr. Matt Paden on the Bad Days Leadership podcast. Stephanie shares the software rollout that blew up within 18 hours because she and the IT director forgot to include the people it would actually affect, how waiting to give feedback until an annual review turned into an hour of tears and ...

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Stuart Deming — co-founder of XPLR.NASH, serial entrepreneur, and content creator with sixty jobs since age six — joins Dr. Matt Paden on the Bad Days Leadership podcast. Stewart shares the story of getting physically abused by a football coach for underperforming, only to find out he had a disease that required a back brace for two years. He talks about walking into a pitch meeting, misreading every signal, and doublin...

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Amanda Box — founder of Box Communications, communication evangelist, and the "Unleasher of the Awesome" — joins Dr. Matt Paden on the Bad Days Leadership podcast. Amanda shares the jaw-dropping story of a coach who opened the season by handing out "100 Ways to Have a Losing Season," a boss who banned talking in a call center and replaced it with red solo cups on filing cabinets (productivity dropped by a LOT), and the ...

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Will Acuff — social entrepreneur, author of No Elevator to Everest, and co-founder of Corner to Corner — joins Dr. Matt Paden on the Bad Days Leadership podcast. Will gets honest about moving into a low-income Nashville neighborhood with a million wrong ideas about poverty, spending years repeating the same mistake because he refused to accept the data right in front of him, and how his passion kept showing up as impati...

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Dr. Darwin Mason Jr. — educator, minister, consultant, and community leader — joins Dr. Matt Paden on the Bad Days Leadership podcast. Darwin opens up about walking into a turnaround school with a superhero complex, only to learn the staff was still grieving the leader he replaced. He shares how a bad hire derailed two and a half years of progress because he wasn't courageous enough to have the hard conversation soon en...

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Dr. John Delony joins Dr. Matt Paden on Bad Days Leadership.

In this episode, John shares the story of getting publicly exposed for pretending to understand a $20M financial decision, why he spent 15 years thinking "never say I don't know" was good leadership, and the hiring blind spot he still can't fix. They also break down what real crisis leadership looks like (from a bus wreck that sent students to five hospitals), why feedback...

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Dr. Kathy Crockett — executive coach, keynote speaker, founder of the Kathy Crockett Company, and facilitator of the Lead Well leadership groups — joins Dr. Matt Paden on the first episode of the Bad Days Leadership podcast. Kathy gets honest about steamrolling two teams with an "amazing idea" she pushed through without thinking about the ripple effects, walking into rooms completely blind to the political dynamics ever...

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