Members Room

Members Room
Podcast Description
Real stories from real entrepreneurs. How they started, what they faced, and what they learned.
Podcast Insights
Content Themes
The podcast focuses on the personal journeys of entrepreneurs and creators, highlighting themes such as resilience, creativity, and business growth. Episodes dive into specific topics like the evolution of Breaking and Entering Media, discussing challenges faced and lessons learned along the way.

Real stories from real entrepreneurs. How they started, what they faced, and what they learned.
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 adjusting
- The realities of storm restoration and insurance claims
- Strategies for finding and serving customers in a crowded market
- Why answering the phone is still one of the most powerful business practices
The 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.

Disclaimer
This podcast’s information is provided for general reference and was obtained from publicly accessible sources. The Podcast Collaborative neither produces nor verifies the content, accuracy, or suitability of this podcast. Views and opinions belong solely to the podcast creators and guests.
For a complete disclaimer, please see our Full Disclaimer on the archive page. The Podcast Collaborative bears no responsibility for the podcast’s themes, language, or overall content. Listener discretion is advised. Read our Terms of Use and Privacy Policy for more details.