Real Estate Investor Podcast

Episode #171: Alan Underwood - An Entrepreneur's Journey into Real Estate

October 13, 2023 Gary Lipsky Episode 171
Real Estate Investor Podcast
Episode #171: Alan Underwood - An Entrepreneur's Journey into Real Estate
Show Notes

The entrepreneurial path is rarely a straight line, and it is often only upon reflection that you uncover the throughline beneath all the challenges and obstacles that you experienced along the way. Joining us today is Alan Underwood, a dynamic entrepreneur whose adventures range from launching a pizza chain at the tender age of 22 to navigating the stresses of managing a car dealership amidst the 2008 financial crisis. In today’s conversation, we learn about his journey into real estate, from his first two failed ventures to his now-thriving real estate company, Momentum Capital Group. Hear the fascinating story of how Alan entered multifamily real estate, the benefits of developing in California, and the strong economic drivers that led him to invest in San Diego. Alan also opens up about the despair he felt after losing his father, and how earning his pilot’s license and joining the non-profit, Angel Flight West, helped him find healing and connection. Be sure to tune in to this profound conversation that illustrates unpredictable twists of life, and uncover how determination, innovation, and a moment of serendipity can shape the entrepreneurial journey!


Key Points From This Episode:

  • Get to know today’s guest, Alan Underwood, and his journey into real estate.
  • Why he started a pizza chain when he was just 22 years old.
  • What Alan learned from working for his dad’s car dealership.
  • His decision to open up his own car dealership right before the 2008 financial crash.
  • How innovation and partnerships with lenders helped them survive the recession.
  • What first attracted Alan to real estate and the failure of his first two ventures.
  • The fortuitous meeting that led Alan to pursue entitlement and multifamily real estate.
  • What Alan considers to be the lowest point of his life: the loss of his father.
  • Becoming a licensed pilot, joining GoBundance, and the impact this had on his life.
  • Why Alan chose San Diego for his current and future real estate ventures.
  • Details about the non-profit Alan works for as a pilot: Angel Flight West.
  • Find out where you can connect with Alan online and learn about his company, Momentum Capital Group.


Links Mentioned in Today’s Episode:

Alan Underwood on LinkedIn

Alan Underwood on Instagram

Momentum Capital Group

GoBundance

Angel Flight West

Asset Management Mastery Facebook Group

Break of Day Capital
Break of Day Capital Instagram

Break of Day Capital YouTube

Gary Lipsky on LinkedIn

Joseph Fang on LinkedIn