Chris Miles — The “Anti-Financial” Advisor | How to Become “Work Optional”

Scott D. Clary
Scott D. Clary
Published in
3 min readDec 28, 2024

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About The Guest

Chris Miles, the “Cash Flow Expert” and “Anti-Financial Advisor,” has revolutionized financial prosperity as the founder and CEO of Money Ripples, helping clients increase their cash flow by over $300 million in 13 years. After experiencing both success and setbacks in his own journey — including retiring at age 28 and later rebuilding his wealth — Miles transformed from a traditional financial advisor into an innovative wealth strategist who challenges conventional money management wisdom.

His expertise has been recognized by major media outlets like CNN Money, US News, and Bankrate.com, while his insights reach thousands through his podcast, The Chris Miles Money Show. Through Money Ripples, he continues his mission of empowering entrepreneurs and professionals to achieve sustainable wealth and true financial independence using his unique, proven strategies that focus on creating immediate cash flow rather than following traditional investment approaches.

Talking Points

  • 00:00 — Intro
  • 02:58 — Breaking Away from Traditional Finance
  • 20:40 — Real Estate for Retirement
  • 25:06 — Realistic Timelines for Real Estate Success
  • 30:02 — Lessons from Retiring Too Early
  • 39:25 — Sponsor: The Hustle Daily Show
  • 40:21 — Recession-Proof Money Strategies
  • 49:25 — Knowing When to Cash Out
  • 55:09 — Bankruptcy as a Financial Tool
  • 58:57 — Investing Before vs. After Retirement
  • 1:02:07 — Finding the Right Investment Partner
  • 1:08:32 — Sponsor: Range Rover Sport
  • 1:10:07 — Helping People Solve Money Problems
  • 1:16:27 — The First Step to Fixing Finances
  • 1:20:58 — Money Myths Debunked
  • 1:29:17 — Why 401(k)s Aren’t the Best Option
  • 1:41:03 — Secrets to Building More Wealth
  • 1:43:53 — Lessons to Pass On to the Next Generation

Show Links

Podcast & Newsletter Sponsors

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Welcome to the Success Story Podcast, hosted by entrepreneur, business executive, author, educator & speaker, Scott D. Clary. On this podcast, you’ll find interviews, Q&A, keynote presentations & conversations on sales, marketing, business, startups, and entrepreneurship.

Scott will discuss some of the lessons he’s learned over his own career, as well as have candid interviews with execs, celebrities, notable figures, and politicians. All who have achieved success through both wins and losses, to learn more about their life, their ideas, and insights. He sits down with leaders and mentors and unpacks their stories to help pass those lessons on to others through both experiences and tactical strategies for business professionals, entrepreneurs, and everyone in between.

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Scott D. Clary
Scott D. Clary

Published in Scott D. Clary

A newsletter by Scott D. Clary discussing mental models, performance, business and entrepreneurship.

Scott D. Clary
Scott D. Clary

Written by Scott D. Clary

👋 scottdclary.com | Host @ Success Story Podcast 🎙️ | I write a newsletter to 321,000 people 👉 newsletter.scottdclary.com

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