Charging People for What!? Jonathan Trombly

Real Estate Investing Insights with Jonathan Twombly

In this episode of Passive Income Adventures, host Emma speaks with Jonathan Twombly about his transition from a commercial litigator to a successful real estate investor focusing on multifamily properties. They explore his journey, the challenges he overcame, and his current ventures, including hotel investments and RV parks. Jonathan shares valuable insights on navigating capital markets, networking strategies, and the evolving landscape of real estate investing. The discussion also touches on the importance of planning, maintaining a balanced lifestyle, and the mission-driven aspects of real estate ventures. The episode provides practical advice for both new and experienced investors in understanding and participating in the real estate market.

Bio:
Jonathan is President and Managing Member of Two Bridges Asset Management LLC. Before founding Two Bridges, he was a partner in the real estate investment firm TRB Investment Group LLC. He began his career as a lawyer and spent over a decade practicing in American Lawyer Top 100 firms, where he focused on real estate and hospitality matters.

Jonathan holds a bachelor’s degree from Harvard College and a law degree from Columbia University School of Law. He currently serves as a member of the board of directors of the Harvard Alumni Real Estate Organization, Inc., a non-profit.

Connect:
https://www.twobridgesmgmt.com
https://www.apartmentinvestorsclub.com
https://linkedin.com/in/jonathandtwombly

Connect with Emma:
https://investwithemma.com
https://highrise.group
https://partnerwithrise.com/emma

00:00 Introduction and Initial Frustrations
00:09 Guest Introduction: Jonathan Twombly
00:47 Jonathan's Journey into Real Estate
02:07 Challenges and Early Experiences
03:45 Forming Partnerships and Raising Capital
07:11 Networking and Finding Investors
19:17 Transitioning from Law to Real Estate
24:24 Financial Planning and Market Decisions
28:09 The Evolution of Real Estate Syndication
28:47 Crowdfunding and the Jobs Act
29:57 Social Media's Role in Real Estate
32:22 Challenges in Today's Capital Markets
34:23 Exploring New Investment Opportunities
37:51 The Appeal of Long-Term Investments
40:24 Balancing Mission and Purpose
44:38 Coaching and Giving Back
49:15 Final Thoughts and Economic Outlook