Episode 77: Why I Quit Flipping After Hundreds of Deals (And Switched to Private Lending).
Description
Ever wondered how to grow your wealth without buying and selling another house? In this episode of Growing The Money, host Jack sits down with seasoned real estate investor and private money lender Rich Lennon to talk about how he transitioned from flipping hundreds of homes to earning consistent, high returns through lending. Rich opens up about the biggest lessons he has learned, the lifestyle decisions behind his business pivot, and how you can safely create passive income by being the bank.
You’ll Learn How To:
- Transition from active investing to lending without sacrificing returns
- Build systems that protect both your capital and investor capital (‘lazy money’)
- Vet deals and borrowers like a pro, using simple underwriting principles
- Use private lending to generate up to 30% returns annually
- Teach financial literacy to your kids and build long-term wealth habits
Who This Episode Is For:
- Real estate investors looking to step back from flipping or rentals
- Professionals seeking a safer, high-yield investment option
- Parents interested in teaching their kids about money and responsibility
- Anyone who wants financial freedom without day-to-day management stress
Why You Should Listen:
Rich Lennon reveals the insider systems that helped him go from a hands-on flipper to a confident, high-return private lender. You’ll walk away with the knowledge and mindset to protect your capital, earn like a pro, and finally stop trading time for money.
What You’ll Learn in This Episode:
[01:06 ] How Rich got started in real estate after moving to Richmond, VA
[03:02 ] Why rental properties limit your wealth-building potential
[04:13 ] The lending model that earns 30% returns annually
[08:53 ] Rich’s biggest mistake — chasing software instead of staying focused
[13:40 ] Protecting investors and setting clear expectations with partners
[17:05 ] How to double your IRA each year until it hits $100K
[20:05 ] Teaching kids about money through the Lennon Bank system
[24:10 ] Rich’s top book and AI tools for smarter investing decisions
Follow Rich Lennon here:
Website: https://richlennon.com/
Facebook: https://www.facebook.com/rich.lennon.121
Instagram: https://www.instagram.com/richlennon92/




