Unlocking the Listings: How to Serve Older Adult Sellers with Financial Clarity and Confidence
Learn how to combine empathy, expertise, and financial strategy to grow your listing business and become the trusted agent for the senior market.
Wednesday, November 19th @ 3:00 PM
Register for the FREE Webinar
What to expect from this webinar
Older adults control the majority of U.S. housing inventory — but they’re also facing unique challenges: fixed income, emotional attachment, health transitions, and uncertainty about next steps.
In this free training, Dovetail Companies and Dovetail Mortgage show you how to meet these clients where they are — with understanding, education, and financial options that make their move possible.
You’ll walk away knowing how to turn empathy into expertise, build trust through solutions like HECM for Purchase, and position yourself as the go-to listing agent in your market.
Meet Your Hosts
Erin DiCarlo and Robert Benson
Erin DiCarlo, Founder & CEO
Erin DiCarlo founded Dovetail Companies in 2017 with a mission to make overwhelming life transitions for older adults more seamless, dignified, and supported. Inspired by the deep sense of family she learned from her grandparents—her Nanny’s compassion and her Da’s quiet resilience as a WWII veteran—Erin leads her work with empathy, respect, and a belief that care should always feel personal.
Robert Benson, Chief Experience Officer (CXO)
Robert Benson brings 28 years of experience in residential lending across bank, non-bank, and mortgage brokerage channels, with extensive knowledge of underwriting and all major mortgage products. As CXO of Dovetail Mortgage, he specializes in helping older adults leverage their home equity through programs such as reverse mortgages and HELOCs, offering thoughtful guidance rooted in clarity, compassion, and a commitment to supporting quality of life.
