ABOUT SPENCER HILLIGOSS

Spencer Hilligoss is a passive investor who runs Madison Investing - a club where LPs gain access to the same types of niche investment opportunities where Spencer deploys his own money - including cash-flowing assets like self-storage, mobile home parks, multifamily and private credit.

Spencer Hilligoss brings over 13 years of leadership experience as a former technology executive, building and scaling high-performing teams at five companies—three of which became billion-dollar "unicorns." Before co-founding Madison Investing, he led business development and professional development at LendingHome, one of the nation’s largest private lenders.

As CEO, Spencer drives Madison Investing’s strategic vision, investor relations, and business development efforts. He is also an active investor and sought-after speaker, sharing his expertise on real estate and financial growth strategies.

THIS TOPIC IN A NUTSHELL:

· Spencer’s background in real estate investing

· From Fintech to Full-Time Investing

· Growing Up in Real Estate (And Coming Full Circle)

· First Rental Lessons in the Bay Area

· Scaling Through Long-Distance & Private Placements

· Entrepreneurship as a Lifestyle Design Tool

· Over-Education to Accelerate Confidence

· The Importance of Community & Mentorship

· Adapting to Market Cycles

· Preferred Asset Classes & Investment Focus

· The 5-Part Sponsor Vetting Framework

· Looking Beyond IRR: Evaluating True Track Record

· Getting “Under the Hood” of a Deal

· Behavioral Interviewing for Sponsors

· Sponsor Transparency & Communication

KEY QUOTE:

“If someone has been able to operate an asset, buy it, operate it, improve it, whatever that business plan might be, and sell it at a profit, they should be able to articulate that in exhaustive detail and show that on paper and somehow.”

ABOUT THE WESTSIDE INVESTORS NETWORK

The Westside Investors Network is your community for investing knowledge for growth. For real estate professionals by real estate professionals. This show is focused on the next step in your career... investing, for those starting with nothing to multifamily syndication.

The Westside Investors Network strives to bring knowledge and education to real estate professionals that is seeking to gain more freedom in their life. The host AJ and Chris Shepard, are committed to sharing the wealth of knowledge that they have gained throughout the years to allow others the opportunity to learn and grow in their investing. They own Uptown Properties, a successful Property Management, and Brokerage Company. If you are interested in Property Management in the Portland Metro or Bend Metro Areas, please visit www.uptownpm.com. If you are interested in investing in multifamily syndication, please visit www.uptownsyndication.com.

We would like to thank our Sponsors: OffsitePros and MyMoneyWorksForMe

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CONNECT WITH SPENCER HILLIGOSS:

Website: www.madisoninvesting.com
Personal site: https://spencerhilligoss.com/
LinkedIn: https://www.linkedin.com/in/shilligoss/
X: https://x.com/SpenceHilligoss

CONNECT WITH US

For more information about investing with AJ and Chris:

· Uptown Syndication | https://www.uptownsyndication.com/

· LinkedIn | https://www.linkedin.com/company/71673294/admin/

For information on Portland Property Management:

· Uptown Properties | http://www.uptownpm.com

· Youtube | @UptownProperties

Westside Investors Network

· Website | https://www.westsideinvestorsnetwork.com/

· Twitter | https://twitter.com/WIN_pdx