Timothy Penso is the President & Co-Founder of InsureRealty. At age 20, he launched his insurance career and became the youngest recipient ever of the industry’s Blue Jacket, awarded annually to one agent for standout growth among 5,000 peers. He scaled his agencies to high six-figure revenue and, by 24, purchased his first investment property in Salem, MA. Since then he has executed or worked on numerous residential real estate projects across the Northeast and Greater Boston. Combining insurance discipline with real estate execution, Timothy founded InsureRealty to help everyday Americans build long-term value through real estate.
Real estate development offers unique advantages that few other investments can match.
This site is designed to showcase our track record, highlight completed projects, and provide background on our team and the developers we work with.
We collaborate with developers, lenders, municipalities, and community stakeholders to deliver projects that create lasting value for neighborhoods and local economies.
Our work spans redevelopment, mixed‑use properties, and community‑oriented real estate projects. Each project emphasizes sustainability, architectural integrity, and long‑term impact.
Success is measured by project completion, repayment of lenders, community benefit, and the strength of our working relationships.
You can reach us through the contact form provided on the site. We welcome inquiries from community stakeholders, developers, and lenders interested in learning more about our work.
Whether you’re exploring working together or simply want to understand our process better – we’re happy to walk you through what we do, how we do it, and what’s coming next.
Years Experience
Client Satisfaction
Value Created
