EP407 From BMX Freestyler To Multimillion Dollar Entrepreneur With Ross Hamilton

EP407 From BMX Freestyler To Multimillion Dollar Entrepreneur With Ross Hamilton

My guest today left behind a promising career as a BMX freestyler to become a real estate investor. He built a portfolio of 50 residential properties prior to the great recession, and then pivoted to building a real estate tech company called Connected Investors that he sold for multigenerational wealth.

Ross Hamilton made his first million by the age of 20 through real estate, and he's here today to share his story and secrets that he's learned from other successful people like himself.

Ross will also share how he's giving back with his new non-profit that is solving the affordable housing crisis. You can find out more about that by going to www.savinghomes.org.

Find out more:

connectedinvestors.com

Social Media:

facebook.com/connectedinvestors

tiktok.com/@connectedinvestors

instagram.com/connectedinvestors

linkedin.com/company/connected-investors

Today's episode is brought to you by Green Property Management, managing everything from single family homes to apartment complexes in the West Michigan area.

https://www.livegreenlocal.com

And RCB & Associates, helping Michigan-based real estate investors and small business owners navigate the complex world of health insurance and Medicare benefits.

https://www.rcbassociatesllc.com

Jaksot(591)

MREIC 2026 Speaker Spotlight: Paul Moore—The Boring Investor: Build Real Estate Wealth Without Drama

MREIC 2026 Speaker Spotlight: Paul Moore—The Boring Investor: Build Real Estate Wealth Without Drama

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12 Maalis 8min

Finding Hidden Value Through Hyper-Local Investing and Relentless Curiosity with Dr. Jordan Romano

Finding Hidden Value Through Hyper-Local Investing and Relentless Curiosity with Dr. Jordan Romano

Dr. Jordan Romano is an Ivy League–trained physician who has built a strong real estate portfolio not by chasing headlines or spreadsheets—but by going extremely hyper-local, staying curious, and lear...

9 Maalis 31min

MREIC 2026 Speaker Spotlight: John Burley—Raise Capital for Your Next Deal Like a Pro

MREIC 2026 Speaker Spotlight: John Burley—Raise Capital for Your Next Deal Like a Pro

The first Speaker Spotlight for MREIC 2026 is live. We're kicking off with John Burley, real estate fund manager and capital raiser with 40+ years of investing experience and $600M+ raised. In this co...

5 Maalis 12min

When Good Deals Go Bad: Real Stories From Experienced Investors

When Good Deals Go Bad: Real Stories From Experienced Investors

Every real estate investor has at least one deal they would redo if given the chance. Some teach expensive lessons. Others leave scars. In this episode, Brian Hamrick shares a live panel recording fro...

2 Maalis 48min

Rebuilding After Losing $50 Million: Rod Khleif on Mindset, Wealth, and the Future of Real Estate

Rebuilding After Losing $50 Million: Rod Khleif on Mindset, Wealth, and the Future of Real Estate

How do you come back after losing $50 million — and build it all back stronger? In this episode, Rod Khleif, multifamily investor, mentor to thousands, and host of one of the world's top real estate p...

23 Helmi 33min

The Hidden Financial Tool Every Real Estate Investor Should Know: Surety Bonds with Gary Eastman

The Hidden Financial Tool Every Real Estate Investor Should Know: Surety Bonds with Gary Eastman

Most real estate investors have never heard of surety bonds, yet these little-known financial tools can determine whether a project finishes on time—or falls apart. In this episode, Brian Hamrick talk...

16 Helmi 31min

Why Distressed Office and Retail Could Be the Smartest Real Estate Play of 2026, with Scott Sherman

Why Distressed Office and Retail Could Be the Smartest Real Estate Play of 2026, with Scott Sherman

Billions of dollars in office and retail buildings are trading at deep discounts right now. While most investors see risk, Scott Sherman, Founder and Principal of Torose Equities, sees opportunity. Sc...

9 Helmi 27min

New 1031 Exchange & Bonus Depreciation Updates for 2026: Tax-Smart Real-Estate Strategies with Dave Foster

New 1031 Exchange & Bonus Depreciation Updates for 2026: Tax-Smart Real-Estate Strategies with Dave Foster

It's tax season — and the rules have changed again. With new updates to the 1031 exchange and bonus depreciation, real-estate investors have more ways than ever to defer taxes and build wealth in 2025...

2 Helmi 40min

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