In this episode of Real People, Real Estate, Lindsay sits down with Tom Crossman, a true Amherst original whose real estate journey started with a $90,000 first home—and a whole lot of sweat equity. From saving up dollar by dollar (and crate by crate) to becoming a seasoned property manager, landlord, and community leader, Tom proves that success in real estate isn’t handed to you—it’s built through hard work, persistence, and heart.
Tom shares the insider secrets, tips, and tricks he’s learned from over a decade in property management—covering everything from smart home maintenance moves to landlord lessons you won’t find in a textbook. Beyond the business, he’s the voice of Amherst High School football, a youth coach, and a proud board member for Pioneer Valley Habitat for Humanity, always giving back to the community that helped shape him.
Tune in for a conversation packed with real-world advice, small-town heart, and a reminder that whether you’re buying, maintaining, or mentoring—it’s all about putting in the work and paying it forward.