521: Leukemia & Bankruptcy to Retired with 250 Units in 7 Years

Oct 21, 2021

Jeffrey Holst, a resilient real estate investor from Chattanooga, shares his remarkable journey from overcoming leukemia and bankruptcy to amassing a portfolio of 250 units in just seven years. He discusses the philosophy of having 'no bad days' and how embracing positivity transformed his challenges into opportunities. Jeffrey elaborates on innovative financing strategies and his 'sideways eight' approach that maximizes returns while benefiting partners. His story is a powerful reminder that adversity can fuel success in the world of real estate.

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ANECDOTE

Early Real Estate Interest

Jeffrey Holst's interest in real estate began at age 14, watching late-night infomercials.
His first deal was a house flip in Detroit during law school, bought for $4,500 and sold for $8,000.

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ANECDOTE

First Deal After Bankruptcy

After quitting law due to leukemia and bankruptcy, Jeffrey prioritized real estate for financial security.
Despite negative net worth and no credit, he bought a condo for cash in 2011.

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ADVICE

Attracting Private Money

When seeking private money, consider the lender's perspective and offer attractive terms.
Structure deals as win-win scenarios, including collateral, interest, and equity participation.

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From Bankruptcy to Real Estate Success

05:27 • 26min

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Transforming Mindset: The Journey to a Life Without Bad Days

31:05 • 3min

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Transforming Expectations: Lessons from Life's Challenges

34:09 • 5min

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Strategic Time Management in Real Estate Investments

38:49 • 6min

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From Bankruptcy to Real Estate Success

44:23 • 19min

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Authenticity in Public Speaking

01:03:05 • 6min

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Overcoming Challenges and Connecting with Success Icons

01:09:06 • 4min

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Total Recall

My Unbelievably True Life Story

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Simon & Schuster Inc

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Rich Dad Poor Dad

What the Rich Teach Their Kids about Money - That the Poor and the Middle Class Do Not

C.P.A. Sharon L. Lechter

Robert Kiyosaki

The book tells the story of Robert Kiyosaki's two fathers: his 'poor dad,' a highly educated but fiscally poor man, and his 'rich dad,' the father of his best friend who was a successful entrepreneur. It emphasizes the importance of financial education, distinguishing between assets and liabilities, and building wealth through investing in assets such as real estate and businesses. Kiyosaki argues that a good education and a secure job are not guarantees for financial success and provides practical lessons on how to make money work for you rather than working for money.

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This autobiography offers a unique insight into Mike Tyson's personal and professional life. It chronicles his journey from a bullied boy in Brooklyn to becoming the youngest heavyweight champion of the world. The book is known for its candidness about Tyson's reckless youth, his struggles with addiction, and his ultimate fight back to success, happiness, and stability. Tyson's narrative is marked by its honesty, self-awareness, and philosophical reflections, providing an intimate glimpse into the life of a complex figure.

What Every Real Estate Investor Needs to Know About Cash Flow… And 36 Other Key Financial Measures

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Frank Gallinelli

People often tell each other to “stay positive” in light of grim circumstances or hard times. This consistent positivity can feel forced when going through something truly terrifying, but it’s exactly what helped Jeffrey Holst fight cancer, get out of bankruptcy, and retire in only seven years. Once Jeffrey committed to having no bad days, he was able to either change his day that was going poorly or see the positive in everything around him.

This philosophy helped him spur on new relationships, find new partners, and close on deals creatively. It was never “we can’t close on this” for Jeffrey, it was “how can we close on this.” He uses what he likes to call the “sideways eight” strategy that allows him to have infinite returns when investing, all while giving his partners and private lenders a sizable profit.

Jeffrey also talks about seeing the positive attributes of negative situations, and how he was able to leave his job as a lawyer and hit financial freedom due to his cancer diagnosis and later bankruptcy. If Jeffrey was able to dominate the multifamily market with an underwater net worth, think of what YOU can accomplish in the world of real estate investing!

In This Episode We Cover:

Buying properties without credit, money, or experience

Creative financing strategies that allow you take tackle bigger and better deals

Fighting cancer and using hard times to fuel your success

Managing a portfolio of two-hundred and fifty units

The “last life philosophy” and how it gives you a clear path to victory

Syndicating on a small scale to close multi-million dollar deals

Analyzing your market as a "boots on the ground" investor

And So Much More!

Links from the Show:

Carlton Sheets Real Estate Course Infomercial

Matt Faircloth's BiggerPockets profile