Episode 299

From Broke and Broken to Wealth and Freedom: Kevin May's Journey of Living Life on Your Terms

Published on: 16th May, 2025

In this episode of I Date Money, host Lisa Drennon speaks with Kevin Mays, a business expert and recovering psychologist, about the relationship between money and personal growth. Kevin shares his journey from a traditional career path to discovering the importance of living life fully and embracing experiences over material wealth. They discuss the psychology of money, the significance of generosity, and how fear can be transformed into excitement in business. Kevin emphasizes the importance of having a clear vision and being open to opportunities, while also encouraging listeners to connect with their true values and purpose in life.

Takeaways

  • Wealth is about experiences, not just money.
  • Money is a concept that can be redefined.
  • Investing in oneself leads to a healthier relationship with money.
  • Generosity creates abundance in life.
  • Fear can be transformed into excitement for growth.
  • Living in the present is crucial for happiness.
  • A clear vision helps in achieving financial goals.
  • Money should work for you, not the other way around.
  • The world is abundant if you allow it to be.
  • Your values dictate your financial decisions.

Connect with Kevin here:

https://www.linkedin.com/in/dr-kevin-mays-3b893210/

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Intro/Outro music "IDM" by Christa Lily

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About the Podcast

I Date Money: Budget • Invest • Build Wealth After Divorce
Rebuild financial stability after divorce—rewrite your money story with clarity and confidence.
Welcome to iDateMoney®, the podcast where divorced mompreneurs learn how to rebuild financial stability after divorce without spreadsheets, shame, or second-guessing every decision.

Hosted by Lisa Drennon—Wealth Activator, money strategist, and creator of the Money Multiplier System— this show is where clarity meets confidence.

Each week, Lisa shares raw stories, practical strategies, and spiritual insights to help you:

Release fear and guilt around money so you feel safe spending again.

Create steady income and financial security—even if your business feels unpredictable.

Confidently pay yourself, cover taxes, and provide stability for your kids.

Rewrite your money story so you can step into your role as a secure, empowered mom.

This isn’t your accountant’s podcast. It’s real talk for women ready to stop feeling broke, build true stability, and finally trust themselves with money.

Because it doesn’t matter how much you have—it’s what you do with it. 🗝️🌬️💖💸

About your host

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Lisa Drennon

Lisa Drennon, Wealth Activator & founder of iDateMoney® has been in the finance & insurance industry since 1987. Her unconventional Money Multiplier System transformed her money relationship to become a self-made millionaire, retire 2 ½ years early, pay $100K of debt in 6 months, & relocate to her beachfront dream home.