Passive Real Estate Investment | Casmon Capital Group | United States

Faith through Adversity and Choosing the Right Partners with Alan Underwood, Ep. 619

Alan Underwood is a multifaceted entrepreneur, real estate developer, and investor with a diverse portfolio spanning restaurants, automotive, insurance, aviation, and real estate. A passionate pilot and public speaker, he leverages his expertise to make a positive impact on communities. His entrepreneurial journey began at 22, launching a pizza restaurant chain which he expanded and sold before moving on to a successful car dealership generating over $16 million in annual revenue. Currently, Alan is developing a 91-unit apartment complex and transforming single-family homes into multifamily investments in San Diego, offering substantial returns to investors.

In addition to his business ventures, Andrew is deeply committed to community service. As a Command Pilot and Arizona Wing Leader for Angel Flight West, he provides free air transportation to patients requiring specialized medical treatment, coordinating efforts with fellow pilots and medical professionals. Alan’s dedication to helping others extends to mentoring, public speaking, and writing, continually striving to share his knowledge and inspire positive change.

In this episode, we talked to Alan about his business and the key to his success, the conversion of single-family homes to multifamily, the lessons he learned from this project, and much more.

Announcement: Learn about our Apartment Investing Mastermind here.

Single-Family to Multifamily;

02:28 Alan’s background;

07:34 The key to his success;

15:30 Single family to multifamily homes;

25:19 The biggest lesson learned from his project;

29:25 Round of insights

Announcement: Download our Sample Deal package here.

Round of Insights

Apparent Failure: The disadvantageous way that he left the car dealership business.

Digital Resource: Not a digital resource, but him also being a pilot and leveraging that skill to network with people in the business has been a huge benefit.

Most Recommended Book: WorthyImagine HeavenThe Miracle Morning and Atomic Habits.

Daily Habit: Tracking his targeted achievements.

#1 Insight for building great partnerships: understanding and having clarity on your value and what you can bring to the table, and offering that with or without concessions.

Best place to grab a bite in Arizona: A cafe at the Sedona Airport.

Contact Alan: Website:

Thank you for joining us for another great episode! If you’re enjoying the show, please LEAVE A RATING OR REVIEW,  and be sure to hit that subscribe button so you do not miss an episode.

Recent Posts

Leave a Comment


Whether you’re a savvy investor or just starting out, our Mastermind Membership provides you with the platform to connect with potential investors and raise capital for your deals.