Meet the team
behind EstateQuoter.

EstateQuoter was built by people who understand how emotional and complicated estate situations can be, both from lived family experiences and from years of working professionally in the space. Our mission is to give families a clear & calm starting point, so you can get trustworthy help without pressure, confusion, or redundancy.

Together, Todd and Michael combine hands-on experience in estate sales and cleanouts with online product and customer experience design. EstateQuoter is built to respect your time, your family, and your situation.

Photo of Todd Osborne, Co-Founder of EstateQuoter
Todd Osborne
Co-Founder • Estate transitions & local network
Owner, Caring Transitions of Chesapeake & Virginia Beach West

Todd is a U.S. military veteran and owner of Caring Transitions of Chesapeake & Virginia Beach West, where he has personally helped hundreds of families with estate sales, cleanouts, downsizing, and senior moves.

He brings on-the-ground experience from walking properties, understanding how full they really are, and talking face-to-face with families who are overwhelmed, grieving, or unsure where to start.

Todd and his wife Lynn are long-time members of the Hampton Roads community and care deeply about serving seniors, veterans, and local families with respect and patience.

Photo of Michael McGehee, Co-Founder of EstateQuoter
Michael McGehee
Co-Founder • Product, experience & partnerships
Founder, FreeTrials.com • Based in Virginia Beach, VA

Based in Virginia Beach, Michael has spent more than a decade building consumer-focused platforms that connect people with the right services.

He is also the founder of FreeTrials.com, a directory for software introductory offers, where he designs systems that prioritize trust, transparency, and ease of use.

Michael's entrepreneurial spirit began at age 8, attending garage sales & estate sales with his mother on weekends, while shadowing his father in business meetings during the week. He aims to help simplify estate logistics to take pressure off families and professionals alike.

EstateQuoter exists to make a stressful, unfamiliar process feel more organized and less overwhelming. We believe families deserve clear options without sales pressure or confusion.