May 22, 2026

Your Friends With Benefits Podcast – Episode Four: Understanding the Challenges of Small Business Owners

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Your Friends With Benefits Podcast – Episode Four: Understanding the Challenges of Small Business Owners

What keeps employees around long term? In Episode 4 of Your Friends with Benefits podcast, Decisely host Chris Covill sits down with entrepreneur and business owner Will Boyd shares what it really takes to build and retain a strong workforce.

From navigating the unexpected challenges of insurance to creating a people-first culture with meaningful employee benefits, Will reflects on the lessons he’s learned growing two businesses and leading nearly 200 employees.

This conversation offers practical insight for small business owners looking to build teams that stay, grow, and thrive.


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