Knocking Doors and Winning Claims: Inside the Roofing Business with Jake Pileggi

In this episode, we sit down with Jake Pileggi, Founder of Pointview Roofing and licensed public adjuster, to talk about how he built a roofing and insurance claim business rooted in grit, trust, and relentless work ethic. From knocking doors in college to managing projects across Illinois, Jake shares what it takes to grow a company in one of the most competitive industries.Whether you’re in construction, insurance restoration, or thinking about starting your own business, this conversation offers a firsthand look at the mindset, strategy, and lessons behind Point View Roofing.What to expect:How Jake got started in roofing and public adjustingThe realities of storm restoration and insurance claimsStrategies for finding and serving customers in a crowded marketWhy answering the phone is still one of the most powerful business practicesThe Members Room is a space for founders, creators, and business owners to share their journey—hosted by Alex Thiakos. Subscribe for more real conversations with people making it happen.