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The Happy Lawyer Project is an inspirational podcast for young lawyers looking to find happiness in life with a law degree. Each episode provides the tips, advice, encouragement and inspiration you need to craft a life and career you love. Welcome to the Happy Lawyer Project!

Jul 11, 2017

Whether you've been thinking about real estate as a method of generating passive income or are someone whose struggling to leave BigLaw to start anew down a different path, this interview with Jonathan Twombly provides a ton of value.  Listen along as Jonathan and I chat about how he fought through the downs of his legal career to find his true path to happiness, the decisions he made that lead him to real estate and his thoughts on what you need to know before investing in real estate.

What you’ll learn:

  • How Jonathan came to be a lawyer
  • Why he went back and forth on continuing his law career
  • How he fought through depression to find his true passion in real estate
  • Why he chose real estate
  • How he broke into the real estate scene
  • How he stayed motivated through the upstart of his new business  
  • How diverse lawyers can be
  • Who should get into the real estate business
  • The difference between buying a home and investing in real estate
  • Difference between active and passive investments
  • Standard Expectations for Real Estate Investments
  • What’s next for Two Bridges Asset Management


Best Advice for Finding Happiness:


“Get yourself into that space that enables you to spend your days doing things that you like to do”


Favorite quote- “If you’re going through hell keep going” - Winston Churchill





Connect with Jonathan:


On His Business Website: (

On His Podcast: (

On His Business Facebook Page: (  

On His Facebook Group: (

On His Business Pinterest: (

On His LinkedIn: (

On Twitter: (


Thank you!


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Podcast equipment: *Blue Yeti Microphone-