2025-11-28

Timeshares Explained: Benefits, Challenges, and How to Exit with Dan Stapleton

In this episode, Marshall sits down with Dan Stapleton, CEO of American Title and Closing, to dive into the world of timeshares and what Canadians need to know about getting out of them. Dan shares his personal journey from buying a timeshare in Puerto Vallarta to building a 13-year career in the industry as a salesperson, manager, and project director.

We cover the benefits of timeshares for those seeking consistent vacation experiences, the business model behind timeshares, and the sales tactics often used to attract buyers. Dan also addresses common challenges owners face, including limited flexibility and difficulty reselling, and explains how his company helps clients exit timeshare contracts through partnerships with law firms.

Finally, Dan offers practical advice for timeshare owners, including how to avoid scams and why timeshares should be viewed as pre-purchased vacations rather than investments.

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