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Using Real-Estate to Achieve Financial Independence While Serving Full-Time in the Military w/ Taylor Wing

by Jonathan Twombly
Last Updated: August 2, 2023

In this episode we feature the incredible success story of Taylor Wing. Taylor, a former US Army artillery officer, defies financial constraints by utilising creative financing strategies to rapidly grow his real estate portfolio to 32 doors while stationed at Fort Bragg, ultimately proving that one can achieve financial freedom through real estate, even with limited funds and limited time.

“If you can pull off your first deal successfully, all of your anxiety, all of your systems, will be stress tested. Let’s just keep rinse and repeat and do that over and over again.”

In this episode, we cover:
👉the strategy for achieving monetary autonomy via real estate while managing a military career
👉 tactics for unconventional financing to break the chain of huge initial investment.
👉varied prospecting techniques and the impact of relationship marketing in property procurement.
👉being a lone wolf to owning a thriving home buying business through strategic systems and outsourcing.
👉the expansion of the real estate marketplace, “Town Square”, and what lies ahead for Taylor.

📑About Harry Taylor Wing
Taylor graduated from the United States Military Academy in 2018 and served as an Army officer in the 82nd Airborne Division. After reaching his financial freedom goals, he is currently transitioning into a full-time real estate professional.

While serving on active duty, Taylor handled over $20 million dollars of real estate transactions through flips and wholesales and acquired over $5 million dollars of real estate assets. Taylor Co-Founded a home-buying business, Black Knight Property Solutions and is working to help launch a technology start-up called TwnSqr- An off-market MLS and dispositions platform for investors.

Taylor also has a passion for education and created the Real Estate Legacy Launch- a coaching program intended to produce similar real estate results for others as well. Although originally born and raised in Fresno, CA, Taylor fell in love with Florida’s Treasure Coast, and will reside in Stuart with his wife Helen and their two dogs Leo & Lily.

🖋️ Some key points:

(01:06) – taylor wing’s background,
(05:30) – investing strategy and locations,
(08:45) – overcoming capital obstacles,
(10:29) – taylor’s first deal,
(12:14) – starting out in real estate,
(13:38) – direct to seller marketing,
(18:12) – transitioning to a full-time business,
(19:38) – sourcing deals and target market,
(22:05) – expanding into larger deals,
(25:04) – overview of town square marketplace,
(25:48) – nationwide access and benefits of town square,
(26:41) – evolution of town square platform,
(27:39) – future vision and goals,
(29:07) – military values in business,

🌎Reach out to Taylor Wing


🌎Reach out to JonathanTwombly
LinkedIn: https://www.linkedin.com/in/jonathandtwombly

Loved this episode? Leave us a review and rating on Apple podcasts by clicking here.

🔅 Previous Episodes on Apartment Investor’s Club

Going From Working In Hospitality To Multifamily Investing & Hotel Conversions With Charlie Rushton

Hotel Conversions To Multi Family Housing With David Peters

🎤 Podcast post-production EZPZ Podcasting



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