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Taylor Jolly
Founder of Roam Free Vacation Home Rentals. He transitioned from construction project management to profitable real estate investing, leveraging creative strategies in expensive markets like Austin.
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Jun 18, 2025
• 28min
Poker Sheds and Above-Ground Pools: Unconventional Wins in STR Investing with Taylor Jolly
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This week, Taylor Jolly, founder of Roam Free Vacation Home Rentals, shares his journey from construction to real estate investing in hot markets like Austin. He dives into creative strategies for maximizing cash flow through co-living and large short-term rentals. Taylor discusses navigating Austin's rental challenges and the unique appeal of amenities, from poker sheds to above-ground pools. He emphasizes the importance of strategic investments and mentorship in achieving success in short-term rental markets.
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