Shawn Shepheard

Stop Stepping in Stupid

Business EN ↓ 28 episodes

I’m Shawn Shepheard. I coach and consult family-owned businesses to get them to the next level – without working 24/7.Join me on a podcast journey where we explore the moments someone stepped in stupid. These are real conversations, talking about the voices in our heads, the decisions we really made, and the struggles we all have but don’t hear talked about enough away from the coffee shop or the bar. So we’re bringing conversations like that onto the show, even talking about the stuff outside our businesses which of course influence us in our work. These conversations will help you feel seen...

Author

Shawn Shepheard

Category

Business

Podcast website

shawnshepheard.com

Latest episode

May 15, 2026

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Episodes

Building Two Businesses That Create Memorable Moments with Michael Kaloutas 14.03.2024

In this episode, Michael Kaloutas shares the one book that his brother gave him that changed his mindset and life. Michael shares how he built two successful businesses, Seal A Deck and Rednose Holiday Lights, and the biggest challenges he has faced, and how he overcame them.

From Cutting Lawns To Leading A Company With A 10 Year Streak Of Growth | Kevin Cassidy 29.02.2024

In this episode, Shawn talks with Kevin Cassidy the founder of Cassidy Paving in Haverhill, MA. Kevin shares how he got into the paving business and his key learnings in creating a growing company. linkedin.com/in/kevin-cassidy-7b83299b cassidypaving.com

Stop Stepping in Stupid Trailer 22.12.2023

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