Meet Jessie Dillon, the entrepreneur rewriting the rules of real estate. Hailing from Hopedale, MA, Jessie’s journey is a testament to relentless ambition. From Beauty to Real Estate: In 2021, Jessie transitioned from beauty to real estate, driven by a hunger for financial independence. Her timeline reads like a whirlwind – closing her first duplex in 2022, followed by a lucrative short-term rental deal and a savvy househack. In July 2023, she secured a 13-unit multifamily property and launched a profitable joint venture deal.
In this episode we talked to Jessie about her transition into real estate, her first deal in today’s tight market, partners and the vetting process, what her portfolio looks like today, and the power of social media.
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Partnerships;
00:00 A transition into real estate investing;
05:29 A first deal in a tight market;
08:24 Partners & The vetting process;
13:28 Jessie’s portfolio today;
14:34 The power of social media;
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19:15 Round of Insights
Apparent Failure: Not being as profitable with her short-term rental as expected.
Digital Resource: Social media
Most Recommended Book: Discovering Your Dharma
Daily Habit: Sleeping a lot.
#1 Insight for Diving into Partnerships: Treat it like dating. You wouldn’t get engaged on the second phone call.
Best Place to Grab a Bite to Massachusetts: Monahan’s Clam Shack
Contact Jessie:
You can find Jessie on Instagram.
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