In this episode of Dealmaker$, Shane sits down with Danny Cantwell*, a veteran title attorney at *KVS Title whose career spans more than 24 years and over *16,000 settlements*. Danny’s path is one of the most unique you’ll hear: from ACC tennis standout at the University of Maryland to professional tennis player, to LSAT cram-sessions after a career-ending injury, and eventually into mediation, law, and full-time real estate closings.
What makes Danny special is the combination of expertise, calm under pressure, and people-first service that he brings to every table — along with a catalog of stories that prove just how wild the title world can be.
Shane and Danny dig into:
His transition from Division I and pro tennis to law school, mediation work, and ultimately real estate law
Why KVS Title hires “the best of the best” and how a full attorney review team creates an elite closing experience
A behind-the-scenes breakdown of what title attorneys actually do — including the things no client ever sees
Why title insurance matters, why buyers question it, and the real risks it protects against
The most common title issues: unreleased trusts, bad deeds, LLC document problems, chain-of-title breaks, and name mismatches
Wild true stories: hostile sellers throwing pens, HOA-sized termite disasters, grandma-and-grandpa committing title fraud, and 5-hour closings that required mediation skills
The danger of missing Maryland nonresident withholding, TOPA compliance, or FERPTA — and why agents need systems, not guesswork
How remote online notarization (RON), hybrid closings, and tech advances are reshaping the settlement process
Why one single incorrect word, date, or signature can ripple through an entire deal
The philosophy Danny brings to the table: help people first, stay humble, and remember that every settlement is someone’s biggest life milestone
Danny also shares his proudest professional moment — helping a first-time buyer purchase a home after saving for 40+ years — and the perspective that keeps him grounded after thousands of closings: everyone’s deal matters, and you never know the story they’re carrying into the room.
This episode is packed with practical insight for agents, buyers, and sellers — plus stories only a seasoned title attorney could tell.
This is Dealmaker$ — where real stories meet real strategy.
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