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Update
August 08.2025
2 Minutes Read

Discovering Untapped Real Estate Opportunities: Multifamily Burnout and Boutique Hotels

Middle-aged men in a virtual call discussing multifamily burnout and boutique hotels.

Embracing Opportunity Amidst Multifamily Burnout

In the world of real estate investing, the narrative around multifamily burnout is increasingly becoming common, a situation further complicated by the challenges brought on by the pandemic. However, amidst these challenges lies a wealth of opportunity for innovative investors willing to think outside the multifamily box. Jonathan Twombly, a seasoned investor and former Wall Street lawyer, shares his journey that shines a light on pivoting to untapped markets, such as boutique hotels.

In Multifamily Burnout, Hotel Goldmines, & the Power of Saying “Somebody Should…” ft. Jonathan Twombly, the discussion centers on pivoting from traditional multifamily investments to discovering value in boutique hotels and beyond.

The Shift from Multifamily to Boutique Hotels

Twombly faced the classic challenges of multitasking a multifamily portfolio until 2019, when he saw an opportunity to sell his $250 million portfolio in South Carolina. With the sudden surge in real estate investment competition, he realized that identifying the right demographic to sell or buy from is crucial to succeeding in today’s market. Instead of being engulfed in the multifamily burnout, he redirected his focus toward boutique hotels that had potential for rejuvenation and profit.

Identifying Potential in Unlikely Places

During a family trip, Twombly noticed a rundown hotel in a prime location. Each visit ignited a thought echoed by many urban explorers: "Somebody should do something about that." What started as a casual observation turned into a venture as he took ownership of the thought and explored purchasing the property. His journey emphasizes that where an asset fails to shine, opportunities often await those ready to transform it into something valuable.

By applying innovative strategies and understanding the market's shift, Twombly turned around the property and assisted in its revitalization. Investors are encouraged to look for the same potential in properties around them. Whether it’s a laundromat, hotel, or another niche market, finding undervalued assets can pave the way for impressive profit margins beyond the common emphasis on multifamily units.

As Twombly’s journey demonstrates, the potential for success in real estate requires a willingness to pivot and take action when opportunity calls. So the next time you’re inspired to say, "Somebody should do something about that," ask yourself: "Why not me?" The path to becoming a successful investor often begins with identifying and acting on these unaddressed needs.

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