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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This week’s episode is titled Buy vs. Build: We’re living in a wild time—a time where opportunity and transition collide. You’ve probably heard the term silver tsunami. It’s the wave of baby boomers retiring and leaving behind a wealth of businesses ready for new ownership. The marketplace is open like never before, with platforms like BizBuySell and BizQuest offering just about anything you could dream of acquiring. But let’s be real—this isn’t Wall Street. This is real life, with real people, and sometimes, real challenges. Here, we don’t sugarcoat or fluff things up. We keep it raw, authentic, and genuinely insightful. In this week’s episode, my interview with Kevin Calhoun (Founder of Document Mountain by Cornerstone) we’ll uncover the must-have data points for buying a business, dive into acquisition frameworks, and learn from the successes—and failures—that come with this journey. From making sure your acquisition has structure, to crafting deals where the business pays for itself, to leveraging the talent and relationships that come with buying, we leave no stone unturned. Are you ready to explore the world of buying versus building a business, and find out which strategy is right for you? Let’s dive in.
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