I Date Money: Own Your Money • Build Cash Flow • Multiply Wealth

I Date Money: Own Your Money • Build Cash Flow • Multiply Wealth

By Lisa DrennonBusinessEducationHow To
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I Date Money: Own Your Money • Build Cash Flow • Multiply Wealth episodes

  • Making More Money Won't Fix Your Finances Until You Do This One Thing

    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=96c634a120914b7b90466c17b957e4f2

    🗝️🌬️💖💰

    Making more money online doesn't automatically create wealth. Financial confidence does.

    If you've ever looked at your business and wondered, "Where did all my money go?" this episode is for you.

    Too many women entrepreneurs are generating revenue, signing new clients, and building multiple income streams, yet they still feel financially stressed. The problem isn't a lack of income. It's the lack of a clear cash flow system.

    In this solo episode of iDateMoney®, Lisa Drennon shares why chasing more revenue without a financial plan only creates more pressure. She opens up about her own journey from bankruptcy to paying off $100,000 of debt in six months, retiring two and a half years early, and creating the Money Multiplier System™ that helped her transform her relationship with money.

    You'll discover why profit is more important than revenue, how emotional spending quietly steals your wealth, and why giving every dollar a purpose is the fastest path to financial confidence.

    Instead of relying on your bank balance to make decisions, you'll learn how to build a simple cash flow system that helps you know exactly what you can spend, save, invest, and enjoy without guilt.

    In this episode, you'll learn:

    • Why revenue and profit are two completely different numbers

    • The biggest reason successful entrepreneurs still feel broke

    • How hidden money leaks quietly drain thousands of dollars every year

    • Why making more money won't solve financial stress

    • The emotional patterns that keep women stuck in overspending and avoidance

    • How to stop running your business like a hobby and start leading it like a CEO

    • The power of giving every dollar a specific job

    • How the Money Map creates calm, confident cash flow

    Timestamped Chapters

    00:00 Busy or profitable?

    01:30 Why making more money isn't the answer

    03:30 Revenue vs. profit explained

    04:45 The biggest cash flow mistakes entrepreneurs make

    06:00 Setting a real profit goal

    07:00 Why your relationship with money matters more than budgeting

    09:00 Lisa's bankruptcy story and financial wake-up call

    11:00 Why hustling harder isn't creating wealth

    13:30 Every dollar needs a job

    14:15 The Money Multiplier System™

    15:45 Building your Money Map

    17:30 How intentional spending creates financial confidence

    18:45 Invitation to the Calm Cash Flow Workshop

    Resources

    ➡️ Register for the Calm Cash Flow Workshop: https://workshop.idatemoney.com/calm-cash-flow-workshop

    Thank you for tuning into this week's episode of iDateMoney! Remember, it doesn't matter how much money you make; it's what you do with it 🗝️🌬️💖💸

    Intro/Outro music "IDM" by Christa Lily

    17 min
  • How Alignment Creates Financial Confidence with Kristan Swan

    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=96c634a120914b7b90466c17b957e4f2

    If you're making money but still feel scattered, overwhelmed, or afraid to trust yourself, your money story may be running your business more than you realize.

    In this episode of iDateMoney®️, Lisa Drennon sits down with former business coach turned life and spiritual guide Kristan Swan for an honest conversation about the hidden beliefs that quietly shape our financial decisions. They explore how childhood scarcity, people-pleasing, fear of judgment, and misalignment can keep entrepreneurs working harder while moving further away from the life they truly want.

    Kristan shares how she transitioned from business coaching into helping people reconnect with themselves through intentional reflection, journaling, and values-based living. Together, she and Lisa discuss why success begins with awareness, how slowing down can actually accelerate your growth, and why building wealth starts by understanding the stories you tell yourself about money.

    About our guest:

    Kristan Swan is a former business coach turned life and spiritual guide who helps people discover their truth, clarify their values, and cultivate a more intentional way of living. Through guided journals, workshops, and retreats, she empowers people to create aligned lives built on self-awareness instead of fear. Connect with Kristan at KristanSwan.com.

    In this episode, you'll learn:

    Why your money story influences every financial decision you make

    How childhood scarcity patterns continue to affect entrepreneurs today

    Why working harder isn't always the solution to financial stress

    The power of journaling and brain dumps for creating clarity

    How people-pleasing keeps women financially and emotionally exhausted

    Why alignment creates more sustainable success than hustle

    Practical ways to pause, reflect, and reconnect with what truly matters

    How community and simple daily practices help build lasting confidence

    Timestamped Key Moments

    00:00 Why entrepreneurs panic when unexpected tax bills arrive

    02:20 Meet Kristan Swan and her journey from business coach to spiritual guide

    05:00 Growing up with scarcity and how inherited money beliefs shape adulthood

    10:00 Why awareness is the foundation for both business and personal growth

    13:20 The power of slowing down instead of pushing harder

    15:00 Brain dumps, journaling, and uncovering hidden money patterns

    18:30 Community, accountability, and taking small aligned actions

    20:15 Why women struggle to prioritize themselves without guilt

    23:15 The biggest mistake Kristan made when changing careers

    27:50 How to connect with Kristan and begin your own alignment journey

    Thank you for tuning into this week's episode of iDateMoney®️! Remember, it doesn't matter how much money you make; it's what you do with it 🗝️🌬️💖💸

    Intro/Outro music "IDM" by Christa Lily

    27 min
  • Making More Money Won’t Fix Messy Money with Stephanie Peirolo

    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=96c634a120914b7b90466c17b957e4f2

    Making 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.com

    In this episode, you’ll learn:
    • Why messy money is often a relationship problem, not just a budgeting problem
    • How childhood scarcity and family money stories shape adult financial decisions
    • The hidden financial impact of divorce, caregiving, and being a single mother
    • Why more income does not automatically create peace, profit, or stability
    • How women can stop over-giving financially and protect their own future
    • Why decision-making gets easier when you understand your values, responsibilities, and reality
    • How to define wealth on your own terms instead of chasing someone else’s number
    Timestamped key moments

    00:00 Messy money, money shame, and why women avoid their numbers
    02:00 Stephanie’s book The Saint and the Drunk and decision-making with intention
    04:00 Money narratives, inherited scarcity, and cultural conditioning
    07:00 Divorce, single motherhood, and financial survival mode
    11:00 Career choices, writing dreams, and making practical money decisions
    13:45 Shame, systemic barriers, and forgiving yourself for past money struggles
    15:40 How Stephanie got out of debt and built financial security
    19:25 What women need to stop doing with money immediately
    20:00 Redefining success and choosing your own wealth number
    22:00 Stephanie’s shift into executive coaching and intentional leadership
    24:40 Where to connect with Stephanie and get the book

    Thank 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 🗝️🌬️💖💸
    26 min
  • How High-Earning Women Lose Money Without Realizing It with Nandita Mahadevan

    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=96c634a120914b7b90466c17b957e4f2

    Making more money online does not create wealth if your money still disappears the moment it lands in your account. In this episode of iDateMoney®️, Lisa sits down with Nandita Mahadevan for an honest conversation about what happens when high income, stress, divorce, health struggles, and unhealed money patterns collide.

    Nandita shares her story of moving to the U.S. at 21, building a successful corporate career, earning multiple six figures, and still ending up in debt because no one taught her how to manage money, save intentionally, or build wealth. She opens up about the pressure to keep up appearances, the emotional side of overspending, and how perimenopause, burnout, and a major life reset forced her to rebuild her health, identity, and relationship with money from the ground up.

    Lisa and Nandita talk about why debt is often a money relationship problem, not just a money management problem, and why more income alone will never solve financial chaos without a real plan.

    About our guest: Nandita Mahadevan is the co-founder of Soul Women, a company helping women navigate perimenopause and menopause through functional medicine, education, and support. Connect with Nandita at solwomen.com and on Instagram at @thesolwomen.

    In this episode, you’ll learn:
    • Why making more money does not automatically create financial stability
    • How lifestyle creep and status spending quietly destroy profit
    • The emotional root of debt, overspending, and financial avoidance
    • What perimenopause, burnout, and brain fog can do to your confidence and decision-making
    • Why alignment, purpose, and simple financial systems matter more than hustle
    • How to start shifting from scarcity to abundance without ignoring the numbers
    Timestamped key moments
    • 00:00 Why more women are turning to debt relief and bankruptcy
    • 02:20 Nandita’s move to the U.S. and her first money experiences
    • 05:00 Building credit, overspending, and the tax mistake that changed everything
    • 07:10 Debt as a money relationship problem
    • 09:00 Lifestyle inflation, status spending, and keeping up with appearances
    • 13:00 The breaking point: divorce, health struggles, and financial wake-up calls
    • 15:00 Scarcity vs. abundance and how to spend with intention
    • 18:00 Leaving a high-paying corporate career to start over
    • 22:30 Perimenopause, identity shifts, and why health impacts wealth
    • 27:00 How to connect with Nandita and Soul Women

    Thank you for tuning into this week’s episode of iDateMoney®️!

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

    Intro/Outro music "IDM" by Christa Lily

    28 min
  • How to Stop Playing Small with Renee Carbone Fleming

    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=96c634a120914b7b90466c17b957e4f2

    ______________________________________________________________

    I make good money, but I have no idea where it goes. If you've ever said that, this episode will help you build the confidence, visibility, and financial clarity needed to create lasting wealth.

    In this powerful conversation, Lisa Drennon sits down with Renee Carbone Fleming, founder of Badass Queen, personal branding strategist, podcast host, author, and multi-million dollar sales leader. Renee shares how divorce became the catalyst that transformed her life from stay-at-home mom to building a multi-million dollar organization while helping women create confidence, visibility, and multiple income streams.

    Together, Lisa and Renee explore the connection between personal branding, financial confidence, entrepreneurship, and the mindset shifts required to stop playing small. They discuss how women can overcome imposter syndrome, embrace their authentic voice, build a personal brand that creates opportunities, and stop allowing fear to dictate financial decisions.

    About Renee Carbone Fleming

    Renee Carbone Fleming is a personal branding strategist, speaker, author, podcast host, and founder of the Badass Queen brand. She helps women over 40 increase visibility, build confidence, monetize their expertise, and create multiple streams of income.

    Connect with Renee: https://www.instagram.com/reneecarbonefleming https://badassqueen.com

    This Episode You'll Learn:

    • Why divorce became Renee's greatest opportunity for growth

    • How to build confidence when everyone doubts you

    • The power of the "Watch Me" mindset

    • Why personal branding matters more than ever

    • How to overcome imposter syndrome

    • The truth about creating multiple income streams

    • Why making money is easy but keeping it requires a plan

    • How to build an "effort fund" and enjoy your success

    • The role authenticity plays in business growth

    • How to monetize your expertise and life experience

    Key Moments

    00:00 Why successful women still don't know where their money goes

    03:45 Renee's divorce story and entrepreneurial beginning

    08:55 The difference between women who succeed and those who quit

    10:20 Personal branding before personal branding was popular

    13:20 Building confidence and visibility online

    16:05 Overcoming imposter syndrome

    19:25 Why money disappears without a strategy

    22:05 The three-legged stool strategy for business growth

    24:00 The Watch Me framework explained

    27:00 How to connect with Renee

    Thank you for tuning into this week’s episode of iDateMoney®️! Remember, it doesn't matter how much money you have; it's what you do with it 🗝️🌬️💖💸

    Intro/Outro music "IDM" by Christa Lily

    27 min
  • The 6-Pillar Method to Stop Money From Disappearing with Leah Hadley

    Find $500–$2,000 in hidden money leaks, organize your cash flow, and create a money system that actually works with the Money Hunt found inside the Smell of Money Community. 

    Join here: https://www.skool.com/the-smell-of-money/about

    That held-breath moment at the checkout: "will this card go through?" It's one of the scariest parts of not knowing where your money is. This week Lisa sits down with Leah Hadley, founder of Intentional Wealth Partners and author of Intentional Money, on how women move from money panic to money ownership. Leah shares her 6-pillar Intentional Money Method, and why your best investment is always you.


    In this episode


    00:00  The grocery-store panic: "Will my card work?"


    01:00  Book a complimentary Profit Power Hour


    02:04  Teacher in student-loan debt → senior wealth advisor


    04:12  Why money sounds like a foreign language


    04:55  Master financial literacy by giving yourself grace


    06:11  Why we date money — the psychology piece


    06:50  Leah's divorce: "who gets stuck with the house"


    08:30  Building a business for flexibility as a single mom


    09:07  Earning with intentionality


    10:27  The lies we believe going through divorce


    11:56  The Intentional Money Method: the 6 pillars


    14:21  The best advice: invest in yourself


    14:41  Shiny object syndrome — the silent money leak


    16:05  401(k)s, portfolios, and fee-only planning


    17:09  How to connect with Leah + get the book


    17:41  It's not how much you have — it's what you do with it


    Key takeaways


    • Financial illiteracy is common. Nobody is born knowing money, give yourself grace and ask for help.
    • Be proactive instead of reactive. Put yourself in the driver's seat; it's a choice you make again and again.
    • The Intentional Money Method runs on six pillars: clarity, values, mindset, strategy, action, support.
    • Your education and your belief in yourself are the one investment no one can take.
    • Shiny object syndrome is a money leak. A real system, not another budget plugs it.

    Thank 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🗝️🌬️💖💸

    Intro/Outro music "IDM" by Christa Lily

    18 min
  • Why Frugal Thinking Keeps Smart Women Stuck Financially with Pat Hankin

    Find $500–$2,000 in hidden money leaks, organize your cash flow, and create a money system that actually works with the Money Hunt found inside the Smell of Money Community. 

    Join here: https://www.skool.com/the-smell-of-money/about


    If you've ever felt overwhelmed, confused, or stuck financially as a single parent, this episode is for you.

    In this conversation, Lisa Drennon interviews Pat Hankin, author of The Field Guide for Single Parents, about practical ways to rebuild finances after divorce, create financial stability, and stop feeling guilty every time you spend money.

    You'll discover how to evaluate spending decisions differently, why budgeting doesn't have to feel restrictive, and how to create meaningful experiences for your children without overspending.

    In This Episode

    ✔ How to rebuild finances after divorce
    ✔ Financial stability strategies for single parents
    ✔ The true value of your time
    ✔ How to stop feeling guilty about spending money
    ✔ Simple financial planning tips for busy moms
    ✔ Ways to create family memories without breaking the budget

    Chapters

    00:00 Introduction
    03:35 Pat's single parent journey
    05:20 Financial realities of raising children
    07:00 Debt, borrowing, and credit scores
    11:20 Understanding your spending
    13:20 The three biggest financial decisions
    15:00 Affordable family travel ideas
    17:30 Money mindset shifts that change everything
    20:45 The value of your time
    24:00 Entrepreneur burnout and delegation
    29:00 Child support versus financial independence
    33:00 Free resources every parent should know about

    Resources

    Pat Hankin Website: pathankin.com

    Thank 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🗝️🌬️💖💸

    Intro/Outro music "IDM" by Christa Lily



    36 min
  • Selling From Service, Not Scarcity Sales coach Liz Lemarchand

    Find $500–$2,000 in hidden money leaks, organize your cash flow, and create a money system that actually works with the Money Hunt found inside the Smell of Money Community.

    Join here: https://www.skool.com/the-smell-of-money/about](https://www.skool.com/the-smell-of-money/about)

    ---

    This Week on I Date Money: Selling From Service, Not Scarcity

    Sales coach Liz Lemarchand joins Lisa Drennon to break down why so many women entrepreneurs feel "icky" about selling and how to flip that feeling into confidence, alignment, and consistent cash flow. With 25 years in sales and marketing, Liz shares how she went from hating telemarketing as a teenager to teaching women how to sell in a way that actually feels good.

    In this episode, you'll learn:

    - Why your nervous system treats a sales conversation like a tiger you need to fight or run from and how to calm that response down

    - The inherited money stories that keep you stuck, underpricing, or avoiding sales altogether (and how to start rewriting them)

    - The one shift that changes everything: turning sales from "pushing a product" into "being of service"

    - Why getting specific about who you serve even when it feels scary is what actually gets you paid

    - The truth about pricing: it's not about copying what everyone else charges, it's about pricing to the value of the transformation you provide

    - Why "scarcity mindset" sales tactics backfire, and what compassionate, direct communication looks like instead

    Connect with Liz:

    Join her Skool community, Money and Growth for Women, and grab her free course, Selling for Women Who Hate Sales: https://www.skool.com/money-growth-for-women-2353/about?ref=96c634a120914b7b90466c17b957e4f2

    ---

    Thank 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 🗝️🌬️💖💸

    Intro/Outro music "IDM" by Christa Lily

    28 min
  • How to Start Investing in Real Estate With Confidence with Jay Patel

    Find $500–$2,000 in hidden money leaks, organize your cash flow, and create a money system that actually works with the Money Hunt found inside the Smell of Money Community. 

    Join here: https://www.skool.com/the-smell-of-money/about

    Want financial stability after divorce without confusing investment strategies or risky money decisions? This episode breaks down how real estate investing can create steady income, long-term security, and confidence with money even if you’re starting from scratch.

    In this episode of iDateMoney®, Lisa sits down with global real estate investor Jay Patel to talk about practical investing strategies for women who want predictable income, long-term wealth, and financial freedom without overwhelm. Jay shares how he rebuilt after losing millions during the 2001 market crash and why real estate became the foundation for lasting financial security.

    From assisted living investments to flipping properties and creating passive income through real estate funds, this conversation gives you simple, real-world insight into how investing can help you rebuild your finances after divorce and create stability for your future.

    Jay Patel is a global real estate investor and founder of PropTex with more than 25 years of experience in commercial real estate, property technology, rehabs, and investment funds.

    Connect with him here: https://proptex.com/

    Thank 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🗝️🌬️💖💸

    Intro/Outro music "IDM" by Christa Lily

    33 min
  • Why Smart Women Still Feel Broke With Suzanne Leydecker

    Find $500–$2,000 in hidden money leaks, organize your cash flow, and create a money system that actually works with the Money Hunt found inside the Smell of Money Community. Join here: https://www.skool.com/the-smell-of-money/about

    Your money struggle isn’t physical — it’s emotional.

    Change the emotion, and the money follows.

    🗝️🌬️💖💸

    Your money mindset may be the very thing blocking the financial stability you’ve been working so hard to create.

    In this powerful conversation, Lisa sits down with Suzanne Leydecker, author of A Woman on Top, to unpack the emotional side of wealth building, relationship patterns, boundaries, and why financial success starts long before your bank balance changes.

    If you’ve ever found yourself overgiving in relationships, rescuing others financially, or wondering why money keeps slipping through your fingers despite earning well, this episode will hit home.

    Suzanne shares her deeply personal journey from inheriting wealth to realizing that money itself was never the issue. Emotional maturity, boundaries, self-worth, and financial responsibility were the true lessons.

    This conversation is a reminder that building wealth is not just about spreadsheets. It’s about identity, self-trust, and the relationship you have with yourself.


    Connect with Suzanne here: https://suzanneleydecker.com/

    In This Episode You’ll Learn:
    • Why making more money does not solve emotional money patterns
    • How self-worth impacts net worth
    • Why overgiving destroys wealth
    • The emotional cost of people pleasing
    • Healthy financial boundaries with children and partners
    • Why lottery thinking keeps women financially stuck
    • The importance of weekly money dates and financial organization
    • How emotional maturity creates lasting wealth
    Timestamped Key Moments:

    00:02 Why YOU may be blocking your income
    01:30 Suzanne’s story and why she wrote her memoir
    04:20 Why money is more taboo than sex
    06:20 Overgiving, rescuing men, and emotional money leaks
    08:15 Falling in love with potential instead of reality
    10:50 Suzanne’s four pillars of responsibility
    12:00 The boundary lesson that changed everything
    14:30 Why weekly bookkeeping builds confidence
    16:20 Setting healthy financial boundaries with kids
    19:15 Why winning the lottery won’t solve your problems
    20:15 Self-worth determines financial outcomes
    22:20 Where to connect with Suzanne

    Thank 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.

    Intro/Outro music "IDM" by Christa Lily

    24 min

About I Date Money: Own Your Money • Build Cash Flow • Multiply Wealth

From the publisher's feed

You work hard to make money. But are you keeping enough of it?

iDateMoney® is the podcast for U.S.-based solopreneurs and couples running small businesses who want to take control of their…