Drawing from decades of experience in private equity and insurance brokerage, Andy and Josh share how they built NewCo Risk through a hybrid of acquisition and startup, and why they chose to focus on the underserved search and ETA community. The conversation dives into real-world examples of how insurance diligence can make or break a deal, along with lessons from their first year as entrepreneurs scaling a niche, service-heavy business. They discuss:

• How insurance diligence can uncover hidden risks that materially impact deal viability

• Why many small businesses are underinsured or mispriced and how that affects buyers

• The strategy behind building an insurance brokerage through a carveout and acquisition model

• Key operational and technology decisions that shaped NewCo Risk’s early growth

• Why sales capability is critical for operators and searchers running small businesses