E361: How to Build a Bucket List by Age with Aaron Osgood

Capital Hacking

In this episode of Capital Hacking, we had the pleasure of interviewing Aaron Osgood, a remarkable real estate entrepreneur and dedicated family man. We delved into Aaron's journey from being a collegiate basketball player at Cornell to becoming a successful figure in the real estate industry.

Aaron shared his unique experiences, including playing basketball overseas in Denmark and how that led him to Philadelphia, where he now resides with his wife and two daughters. We explored his transition into real estate, starting with a job at a home builder and eventually moving into acquisitions and private equity. Aaron's first significant deal involved a nine-unit subdivision in South Philly, which set the stage for his future successes in real estate.

Ultimate Show Notes:

00:01:40 - Aaron's Background: From Basketball to Real Estate
00:05:01 - Transitioning from Sports to Business
00:07:55 - Aaron's First Real Estate Deal
00:10:39 - The Shift to Fund Formation in Real Estate
00:12:49 - Investment Strategies: Value-Add Multifamily and Private Lending
00:15:19 - Market Changes and Opportunities in Real Estate
00:16:42 - Balancing Family Life and Business
00:19:25 - Aaron's Bucket List Adventures
00:24:47 - The Importance of Family Connections
00:30:41 - Creating a Shared Bucket List with Your Partner

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