Episode 357

Break the “Make More, Still Broke” Cycle

Published on: 2nd December, 2025

If you make good money but still feel broke, this episode shows you exactly why. We dig into the psychology that keeps you stuck in fear, guilt, and overspending so you can finally feel safe, steady, and in control with your money.

Episode Highlights

  • Why you still feel broke even as income rises
  • The emotional cycle behind overspending and guilt
  • How your nervous system drives your money behaviors
  • Why more income doesn’t create stability
  • The survival money story many divorced mompreneurs carry
  • How to break the cycle and create real financial clarity
  • The simple spending shift that brings immediate relief
  • Why giving every dollar a job changes everything


Timestamps

00:01 Why high earners still feel broke

00:35 The stories you believe about money

01:10 The “I deserve this” spending cycle

02:27 Why budgets fail: going through the motions

03:35 Nervous system safety and money

04:30 Why you keep repeating the same pattern

05:35 Survival mode money stories from childhood

06:01 Rewriting your money story

06:45 Are you buying relief instead of what you need

07:35 Why simple planning shifts your entire spending pattern

08:19 Training your brain to feel safe with money

09:14 Buying calm, not chaos

09:35 Survival spending and shiny objects

10:10 Why making more money doesn't fix instability

10:45 Debt isn’t the enemy. Lack of clarity is

11:36 How the Money Multiplier System creates stability

12:20 Invitation to join The Smell of Money


Thank you for tuning into this week’s episode of I Date Money! 🗝🌬💖💸

Ready to stop feeling broke, guilty, and overwhelmed about money—even after divorce? Inside The Smell of Money, you’ll get the tools to rebuild financial stability, master your money mindset, and create a financial plan that finally feels simple. Whether you’re looking for smart investment strategies, clarity with your budget, or even how to start investing with just $100, this is where you’ll find the confidence and stability you’ve been craving.

Join The Smell of Money today: Click Here to join.

Remember, it doesn't matter how much money you make; it's what you do with it

🗝️🌬️💖💸

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.