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Jonathan Twombly
Former Wall Street lawyer turned real estate investor and boutique hotel redeveloper. Founder of Two Bridges Asset Management and Partner in boutique hotel syndications.
Best podcasts with Jonathan Twombly
Ranked by the Snipd community
Aug 8, 2025
• 58min
JF 3991: Multifamily Burnout, Hotel Goldmines, and the Power of Saying “Somebody Should…” ft. Jonathan Twombly
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Jonathan Twombly, a former Wall Street lawyer turned successful real estate investor, shares his insights on navigating the multifamily and hotel markets. He discusses his exit from a large multifamily portfolio at its peak, pivoting to revitalizing underperforming hotels in overlooked areas. Jonathan emphasizes the immense benefits of mastermind groups for accountability and growth. He also highlights untapped opportunities in legacy hotel ownership, the challenges of repositioning properties, and the complexities of financing non-branded hotel assets.
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