From Millionaire to Debt and Back: ​​Chris Miles on Passive Income and Financial Freedom

In this episode, host Ann Carden welcomes Chris Miles—known as the “anti-financial advisor”—for a conversation packed with practical insights, hard-won experience, and a fresh perspective on creating true financial freedom. Chris shares his journey from college dropout to successful entrepreneur, the hard lessons learned through boom, bust, and recession, and how he discovered that real wealth comes from making work optional through passive income.

You’ll hear how Chris helps high-achieving professionals and business owners break free from the grind—not by sacrificing everything, but by making smarter financial decisions. Ann and Chris discuss the opportunities (and pitfalls) of today’s digital, AI-driven business world, why cash flow trumps just high earnings, and how an abundance mindset can lead to a bigger ripple effect in your life and community.

Whether you’re looking to create more freedom in your business, maximize your impact, or simply want to put your money to work so you can focus on what matters most, this episode is full of actionable strategies and inspiring stories. So grab your coffee and get ready to unlock your next level of expertise—and maybe even your path to work-optional living!

 

Key Moments: 

01:22 College to Business: A Journey

04:01 From Debt to Financial Freedom

08:20 "Startup Struggles and High Overhead"

11:59 Financial Advice: Restructure to Free Cash Flow

15:30 Coaching Expertise in Business Growth

16:17 High-Earner Lifestyle Trap

21:26 Four Wheeler: Freedom and Family Time

22:53 Make Money, Maintain Life Balance

29:03 Overcoming Mistrust in Marketing

31:12 "Authentic Connection vs. AI Content"

33:52 "Passive Income Strategy Advisors"

About the guest : 

 

Chris Miles, the Cash Flow Expert and Anti-Financial Advisor, is a leading authority teaching entrepreneurs and professionals how to get their money working for them TODAY! 

He’s an author, podcast host of the Money Ripples Podcast, has been featured in US News, CNN Money, Entrepreneurs on Fire, BiggerPockets, and has a proven reputation with his company, Money Ripples, getting his clients fast, financial results. In fact, his personal clients have increased their cash flow by over $300 Million in the last 15 years!

How to connect Chris: 

Website: http://www.moneyripples.com

LinkedIn Profile: https://www.linkedin.com/in/chriscmiles/

Facebook Profile: https://www.facebook.com/moneyripples

About the host: 

Ann Carden is a highly sought-after Business Growth Consultant, Marketing Strategist, and #1 Bestselling Author, with over 41 years of experience helping small businesses, entrepreneurs, and coaches scale their success. As a Professional Speaker and three-time published author, Ann has coached and consulted hundreds of professionals across more than 80 industries.

Why Choose Ann Carden? 

With a diverse background that spans over four decades, Ann has developed a deep understanding of what it takes to succeed in business growth, marketing strategies, and entrepreneurship. She spent 13 years in corporate management before launching her own businesses, where she thrived for 35 years. Ann’s entrepreneurial journey began out of financial necessity, and she successfully grew her first business to an international level—even before the Internet era. 

Work with Ann Carden

 If you're ready to take your business to the next level, Ann offers customized solutions to help you grow. Whether you’re a coach, consultant, or small business owner, Ann’s proven strategies can drive significant growth in revenue and market reach. 

Get Free Resources:

➡️ Access Ann's Free Training: www.expertinyou.biz <