The Bosses Office

The Bosses Office Ep. 07 - The Business of Compassion w/ Matt Sampson

45 min · 22. touko 2026
jakson The Bosses Office Ep. 07 - The Business of Compassion w/ Matt Sampson kansikuva

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This week on The Bosses Office, Randy and Rocky sit down with Matt Sampson of Sparrow Clubs USA for a conversation about compassion, community, and the real business behind running a nonprofit. From the powerful origin story of Sparrow Clubs to the impact it’s had on thousands of families, this episode dives into what happens when schools, businesses, and communities rally around people in need. They also talk about the reality of nonprofit leadership, burnout, fundraising pressure, and of course… the chaos of Dancing With The Central Oregon Stars. This one’s funny, emotional, inspiring, and a reminder that success means a lot more when you use it to help others.

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jakson The Bosses Office Ep. 08 - Building Tribes, Not Just Companies w/ Jordan Inman & James Maxwell kansikuva

The Bosses Office Ep. 08 - Building Tribes, Not Just Companies w/ Jordan Inman & James Maxwell

What actually makes a business worth buying?This week, Randy sits down with Jordan Inman and James Maxwell of Tribe Equity Partners to talk about acquisitions, entrepreneurship, leadership, and building companies that last. From private equity and business valuations to partnerships, military leadership, company culture, and hard-earned lessons from failed deals, this conversation goes far beyond spreadsheets and financial statements. If you've ever wondered what happens after a company gets acquired, how to build a business that can thrive without you, or what separates great leaders from average ones, this episode is packed with insights. Because at the end of the day, the best businesses aren't built on numbers alone. They're built on people.

29. touko 202640 min