From screen printing to seven acquisitions—what does it take to build a powerhouse in the decorated apparel industry? And what surprising lessons can scaling a “niche of niches” teach about entrepreneurship, technology, and M&A success?

In this episode, Jeff Cooperman, Founder of Front Nine Capital, reveals his journey from CPA to serial acquirer—exploring how he’s turned overlooked, mom-and-pop apparel companies into a thriving, tech-forward organization ready to supercharge growth in a fragmented market.

You’ll discover…

• The surprising question Jeff asks every business owner before making an offer
• How a single “epiphany moment” can redefine a company’s trajectory overnight
• The secret upside to acquiring legacy businesses with minimal tech presence
• Why mergers and acquisitions in small markets are seeing unprecedented momentum
• The game-changing insurance tool that’s making deals safer for small business sellers than ever before