Making More Money Won’t Fix Messy Money with 
Stephanie Peirolo episode artwork

EPISODE · Jun 25, 2026 · 25 MIN

Making More Money Won’t Fix Messy Money with Stephanie Peirolo

from I Date Money: Budget • Invest • Build Wealth After Divorce · host Lisa Drennon

The Smell of Money is where multi-passionate female entrepreneurs learn to stop avoiding their numbers, organize their cash flow, and build a healthier relationship with money without shame, confusion, or overwhelm. Inside, you’ll learn how to give every dollar a job, understand what your money is telling you, and create calm, confident cash flow that supports your business, your life, and your future wealth. It's time to OWN Your Money: https://www.skool.com/the-smell-of-money/about?ref=96c634a120914b7b90466c17b957e4f2Making more money online will not create wealth if your money decisions are still being driven by fear, stress, old money stories, and survival mode.In this episode of iDateMoney®️, Lisa sits down with executive coach and author Stephanie Peirolo for a powerful conversation about money stories, decision-making, divorce, debt, burnout, and what it really takes to build financial stability as a woman. Stephanie shares how childhood scarcity, gender roles, single motherhood, and financial shame shaped her relationship with money, and how she eventually rebuilt financial security while learning to make decisions from alignment instead of panic.Together, Lisa and Stephanie unpack why messy money is rarely just a math problem. It is often tied to the stories we inherited about work, worth, success, and what women are allowed to have. They also talk about the pressure to overwork, the cost of financial instability after divorce, and why women need to stop sacrificing their own financial well-being to rescue everyone else.About our guest: Stephanie Peirolo is a board-certified executive coach, author of The Saint and the Drunk, and host of The Bad Boss Brief. She helps leaders make intentional decisions, lead with clarity, and build lives that align with their values. Connect with Stephanie at spayrolo.comIn this episode, you’ll learn:Why messy money is often a relationship problem, not just a budgeting problemHow childhood scarcity and family money stories shape adult financial decisionsThe hidden financial impact of divorce, caregiving, and being a single motherWhy more income does not automatically create peace, profit, or stabilityHow women can stop over-giving financially and protect their own futureWhy decision-making gets easier when you understand your values, responsibilities, and realityHow to define wealth on your own terms instead of chasing someone else’s numberTimestamped key moments00:00 Messy money, money shame, and why women avoid their numbers02:00 Stephanie’s book The Saint and the Drunk and decision-making with intention04:00 Money narratives, inherited scarcity, and cultural conditioning07:00 Divorce, single motherhood, and financial survival mode11:00 Career choices, writing dreams, and making practical money decisions13:45 Shame, systemic barriers, and forgiving yourself for past money struggles15:40 How Stephanie got out of debt and built financial security19:25 What women need to stop doing with money immediately20:00 Redefining success and choosing your own wealth number22:00 Stephanie’s shift into executive coaching and intentional leadership24:40 Where to connect with Stephanie and get the bookThank you for tuning into this week’s episode of I Date Money! Remember, it doesn't matter how much money you make; it's what you do with it 🗝️🌬️💖💸

The Smell of Money is where multi-passionate female entrepreneurs learn to stop avoiding their numbers, organize their cash flow, and build a healthier relationship with money without shame, confusion, or overwhelm. Inside, you’ll learn how to give every dollar a job, understand what your money is telling you, and create calm, confident cash flow that supports your business, your life, and your future wealth. It's time to OWN Your Money: https://www.skool.com/the-smell-of-money/about?ref=96c634a120914b7b90466c17b957e4f2Making more money online will not create wealth if your money decisions are still being driven by fear, stress, old money stories, and survival mode.In this episode of iDateMoney®️, Lisa sits down with executive coach and author Stephanie Peirolo for a powerful conversation about money stories, decision-making, divorce, debt, burnout, and what it really takes to build financial stability as a woman. Stephanie shares how childhood scarcity, gender roles, single motherhood, and financial shame shaped her relationship with money, and how she eventually rebuilt financial security while learning to make decisions from alignment instead of panic.Together, Lisa and Stephanie unpack why messy money is rarely just a math problem. It is often tied to the stories we inherited about work, worth, success, and what women are allowed to have. They also talk about the pressure to overwork, the cost of financial instability after divorce, and why women need to stop sacrificing their own financial well-being to rescue everyone else.About our guest: Stephanie Peirolo is a board-certified executive coach, author of The Saint and the Drunk, and host of The Bad Boss Brief. She helps leaders make intentional decisions, lead with clarity, and build lives that align with their values. Connect with Stephanie at spayrolo.comIn this episode, you’ll learn:Why messy money is often a relationship problem, not just a budgeting problemHow childhood scarcity and family money stories shape adult financial decisionsThe hidden financial impact of divorce, caregiving, and being a single motherWhy more income does not automatically create peace, profit, or stabilityHow women can stop over-giving financially and protect their own futureWhy decision-making gets easier when you understand your values, responsibilities, and realityHow to define wealth on your own terms instead of chasing someone else’s numberTimestamped key moments00:00 Messy money, money shame, and why women avoid their numbers02:00 Stephanie’s book The Saint and the Drunk and decision-making with intention04:00 Money narratives, inherited scarcity, and cultural conditioning07:00 Divorce, single motherhood, and financial survival mode11:00 Career choices, writing dreams, and making practical money decisions13:45 Shame, systemic barriers, and forgiving yourself for past money struggles15:40 How Stephanie got out of debt and built financial security19:25 What women need to stop doing with money immediately20:00 Redefining success and choosing your own wealth number22:00 Stephanie’s shift into executive coaching and intentional leadership24:40 Where to connect with Stephanie and get the bookThank you for tuning into this week’s episode of I Date Money! Remember, it doesn't matter how much money you make; it's what you do with it 🗝️🌬️💖💸

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Making More Money Won’t Fix Messy Money with Stephanie Peirolo

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This episode is 25 minutes long.

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This episode was published on June 25, 2026.

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The Smell of Money is where multi-passionate female entrepreneurs learn to stop avoiding their numbers, organize their cash flow, and build a healthier relationship with money without shame, confusion, or overwhelm. Inside, you’ll learn how to give...

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