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How Losing His $300,000 Job Sprung Him into Freedom with Jonathan Twombly

Picture being the sole breadwinner for your family and then losing your job. How would you feel? What would you do? Are you positioned to absorb this type of hit?


Jonathan Twombly is president of Two Bridges Asset Management LLC. He began his career as a corporate lawyer and focused on real estate and hospitality matters. In 2011, he was let go from a job that paid him over $300,000 and he says it was one of the greatest things to happen to him. He focused on real estate investing and created his company Two Bridges Asset Management.


He built a portfolio of apartments in the Carolinas and as the market heated up, he decided to pull back on acquisitions. He’s focused on building his investor base to prepare for new deals and is seeking distressed opportunities.


In this episode, Jonathan shares how he was able to have success as an apartment syndicator. He also shares where he sees opportunities in today’s market, mistakes new syndicators make, and how Jonathan grew his Facebook community to over 11,000 members.


Listen Here:


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Insights on Finding the Best Real Estate Deals


Getting let go from my job was one of the best things that ever happened to me because everything became a possibility.

I’m not motivated by having more, but by how far out can I extend my freedom window.

If you overpay, you set yourself up for real pain if anything goes wrong.

You can’t focus on upside in this market, you have to be thinking about the safe thing to do with your investors’ money.


Partner: Download our Sample Deal Package


Bullseye Round:


Apparent Failure: I made a lot of mistakes on my first syndication deal, and it became a nightmare. I learned so much more doing that deal than through any of my best deals.


Digital Resource:

ConvertKit (Email software)


Most Recommended Book:

The War of Art (Steven Pressfield)


Wish I Knew When I Was Starting Out:

How to build an audience and raise money. If you find a great deal, the money will find you, is not true.


Daily Habit:

The 90-Day Year planning system


Best Place to Grab a Bite in Brooklyn, NY

L&B Spumoni Gardens


Contact Jonathan:

Two Bridges Management

Multifamily Launchpad

Multifamily Investment Group (Facebook Group)

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