I Date Money: Budget • Invest • Build Wealth After Divorce podcast artwork

PODCAST · business

I Date Money: Budget • Invest • Build Wealth After Divorce

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.Want to be a guest on I Date Money: Budget • Invest • Build Wealth After Divorce? Send Lisa Drennon a mes

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    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=96c634a120914b7b90466c17b957e4f2If 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 makeHow childhood scarcity patterns continue to affect entrepreneurs todayWhy working harder isn't always the solution to financial stressThe power of journaling and brain dumps for creating clarityHow people-pleasing keeps women financially and emotionally exhaustedWhy alignment creates more sustainable success than hustlePractical ways to pause, reflect, and reconnect with what truly mattersHow community and simple daily practices help build lasting confidenceTimestamped Key Moments00:00 Why entrepreneurs panic when unexpected tax bills arrive02:20 Meet Kristan Swan and her journey from business coach to spiritual guide05:00 Growing up with scarcity and how inherited money beliefs shape adulthood10:00 Why awareness is the foundation for both business and personal growth13:20 The power of slowing down instead of pushing harder15:00 Brain dumps, journaling, and uncovering hidden money patterns18:30 Community, accountability, and taking small aligned actions20:15 Why women struggle to prioritize themselves without guilt23:15 The biggest mistake Kristan made when changing careers27:50 How to connect with Kristan and begin your own alignment journeyThank 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

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    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=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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    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=96c634a120914b7b90466c17b957e4f2Making 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 stabilityHow lifestyle creep and status spending quietly destroy profitThe emotional root of debt, overspending, and financial avoidanceWhat perimenopause, burnout, and brain fog can do to your confidence and decision-makingWhy alignment, purpose, and simple financial systems matter more than hustleHow to start shifting from scarcity to abundance without ignoring the numbersTimestamped key moments00:00 Why more women are turning to debt relief and bankruptcy02:20 Nandita’s move to the U.S. and her first money experiences05:00 Building credit, overspending, and the tax mistake that changed everything07:10 Debt as a money relationship problem09:00 Lifestyle inflation, status spending, and keeping up with appearances13:00 The breaking point: divorce, health struggles, and financial wake-up calls15:00 Scarcity vs. abundance and how to spend with intention18:00 Leaving a high-paying corporate career to start over22:30 Perimenopause, identity shifts, and why health impacts wealth27:00 How to connect with Nandita and Soul WomenThank 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

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    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 FlemingRenee 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.comThis 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 experienceKey Moments00:00 Why successful women still don't know where their money goes03:45 Renee's divorce story and entrepreneurial beginning08:55 The difference between women who succeed and those who quit10:20 Personal branding before personal branding was popular13:20 Building confidence and visibility online16:05 Overcoming imposter syndrome19:25 Why money disappears without a strategy22:05 The three-legged stool strategy for business growth24:00 The Watch Me framework explained27:00 How to connect with ReneeThank 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

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    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/aboutThat 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 episode00:00  The grocery-store panic: "Will my card work?"01:00  Book a complimentary Profit Power Hour02:04  Teacher in student-loan debt → senior wealth advisor04:12  Why money sounds like a foreign language04:55  Master financial literacy by giving yourself grace06:11  Why we date money — the psychology piece06:50  Leah's divorce: "who gets stuck with the house"08:30  Building a business for flexibility as a single mom09:07  Earning with intentionality10:27  The lies we believe going through divorce11:56  The Intentional Money Method: the 6 pillars14:21  The best advice: invest in yourself14:41  Shiny object syndrome — the silent money leak16:05  401(k)s, portfolios, and fee-only planning17:09  How to connect with Leah + get the book17:41  It's not how much you have — it's what you do with itKey takeawaysFinancial 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

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    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/aboutIf 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 budgetChapters00:00 Introduction03:35 Pat's single parent journey05:20 Financial realities of raising children07:00 Debt, borrowing, and credit scores11:20 Understanding your spending13:20 The three biggest financial decisions15:00 Affordable family travel ideas17:30 Money mindset shifts that change everything20:45 The value of your time24:00 Entrepreneur burnout and delegation29:00 Child support versus financial independence33:00 Free resources every parent should know aboutResourcesPat Hankin Website: pathankin.comThank 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

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    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 ScarcitySales 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 insteadConnect 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

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    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/aboutWant 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

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    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/aboutYour 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 patternsHow self-worth impacts net worthWhy overgiving destroys wealthThe emotional cost of people pleasingHealthy financial boundaries with children and partnersWhy lottery thinking keeps women financially stuckThe importance of weekly money dates and financial organizationHow emotional maturity creates lasting wealthTimestamped Key Moments:00:02 Why YOU may be blocking your income01:30 Suzanne’s story and why she wrote her memoir04:20 Why money is more taboo than sex06:20 Overgiving, rescuing men, and emotional money leaks08:15 Falling in love with potential instead of reality10:50 Suzanne’s four pillars of responsibility12:00 The boundary lesson that changed everything14:30 Why weekly bookkeeping builds confidence16:20 Setting healthy financial boundaries with kids19:15 Why winning the lottery won’t solve your problems20:15 Self-worth determines financial outcomes22:20 Where to connect with SuzanneThank 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

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    Turn a Setback Into a New Income Stream with Michelle Gagnier

    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 here: https://www.skool.com/the-smell-of-money/aboutWhat starts as a financial disaster can become the beginning of a brand-new income stream when you have the right money mindset and systems in place.In this episode of iDateMoney, Lisa sits down with Michelle Gagnier to talk about what happened when hurricane-related home damage, denied insurance claims, and financial stress forced Michelle to think differently. What began as an overwhelming mold issue in her home turned into an unexpected business opportunity helping homeowners and contractors navigate insurance claim systems.This conversation is a real reminder that financial stability is not about avoiding every crisis. It is about having simple systems, emergency planning, and the resilience to pivot when life throws something unexpected your way.Michelle Gagnier is the founder of Claim Track HQ, where she helps mold inspectors and restoration contractors manage insurance claims and admin support. Connect with Michelle: https://primrosebusinesssolutions.online/In this episode, you’ll learn:How financial emergencies reveal weaknesses in your money systemsWhy emergency funds matter, even if you start with just $100 a monthCommon homeowner insurance mistakes that can cost you thousandsWhat to check before filing a property insurance claimHidden costs real estate investors should watch forHow to turn an unexpected setback into a new income opportunityWhy networking can accelerate business growth faster than going aloneHow stress impacts both your finances and your healthTimestamped Key Moments00:00 Turning financial disaster into opportunity01:34 Why entrepreneurs need money systems, not just income03:53 Michelle’s denied insurance claim story04:59 The financial pressure of surviving without savings06:13 Stress, health setbacks, and entrepreneurship07:51 How a mold inspection became a new business opportunity08:42 Emergency fund lessons every homeowner needs10:24 Real estate investing red flags to watch for11:51 Starting an emergency fund with small steps12:58 Building a claims support business14:17 Best financial advice: invest wisely in business growth15:13 How networking through BNI created opportunitiesThank 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

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    How to Pay Off Debt Faster and Build Wealth Without More Stress with Dr Bob Levine, PHD

    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 here: https://www.skool.com/the-smell-of-money/aboutIf financial stress is keeping you stuck, overwhelmed, and physically exhausted, this episode will show you how to start creating financial freedom faster.In this episode of iDateMoney, Lisa sits down with Dr. Bob Levine, brain researcher, holistic health clinician, and debt elimination specialist, to talk about the direct connection between financial stress, physical health, and wealth building.If you’ve ever felt like your money stress is showing up as migraines, anxiety, exhaustion, or relationship tension, this conversation explains why.Dr. Bob shares how unresolved debt creates chronic stress in the brain and body, why most people unknowingly waste thousands in interest payments, and how strategic debt payoff can create faster financial freedom.This conversation is especially important for divorced moms and women rebuilding financial stability who feel like they are working constantly but not getting ahead.Claim your free financial analysis: http://drboblevine.com/IdatemoneyWhat you’ll learn:How financial stress impacts your brain and bodyWhy debt keeps women emotionally and physically overwhelmedHow thought patterns shape your money behaviorWhat “instant thought shifting” means for financial confidenceWhy paying minimum debt payments keeps you stuckHow strategic debt elimination can accelerate wealth buildingWhy financial freedom requires action, not just intentionHow to create less money stress and more financial clarityTimestamped key moments:00:01 Why financial stress affects your health01:28 Dr. Bob’s background in brain research and wellness04:15 Financial distress as a major hidden stressor06:28 How thoughts influence money behavior and action08:25 Debt elimination strategies explained15:26 Dr. Bob’s personal debt freedom journey17:50 Why staying debt-free requires changing your money psychology21:04 Why it’s never too late to build wealth23:56 The psychology behind “I can’t afford 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

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    How Simpler Offers Create Financial Stability for Women Entrepreneurs with Cailen Ascher

    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 community today and begin your Money Awareness Challenge: https://www.skool.com/the-smell-of-money/aboutHow to build a scalable business without burnout starts with simplifying your offers, calming your nervous system, and trusting yourself to lead differently.In this episode of iDateMoney, Lisa sits down with business mentor Cailen Ascher to unpack what it really takes to grow a sustainable business without hustling yourself into exhaustion.If you’ve been creating offer after offer, chasing the next strategy, or feeling like success always lives in the next course, this conversation is your reminder that simplicity scales.Cailen shares how she transitioned from overwhelmed solopreneur to building a half-million-dollar coaching business with one signature offer, why nervous system regulation matters in entrepreneurship, and how to know when it’s time to hire support instead of doing everything yourself.Connect with Cailen:Instagram: @cailin.asherWebsite: cailinasher.comSubstack: The Self-Led WomanWhat you’ll learn:Why too many offers keep you stuck and exhaustedHow to identify the one offer your audience actually wantsThe internal identity shift required to grow your businessWhy money mindset and nervous system regulation affect incomeWhen to hire support instead of doing everything yourselfHow to transition from 1:1 coaching to group coaching without panicWhy simplicity creates better ROI than complexityHow self-care directly impacts your business growthTimestamped key moments:00:01 Why women fear making the wrong money decisions01:27 Cailen’s pre-success hustle phase04:25 How listening to clients revealed the right signature offer06:17 Hiring support without building a massive team08:49 Nervous system regulation and sustainable entrepreneurship12:04 Why self-care is not selfish for mompreneurs14:37 Transitioning from private coaching to group programs17:36 How to connect with CailenThank 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

  13. 386

    Stop Letting Fear Keep You in Bad Relationships with Merideth Thompson

    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 here: https://www.skool.com/the-smell-of-money/aboutIf you’ve ever stayed in a relationship because you were afraid of the financial consequences, this episode is for you.In this honest and empowering conversation, Lisa sits down with relationship coach, negotiation professor, and work-life researcher Merideth Thompson to unpack the emotional connection between unhealthy relationships, financial instability, nervous system regulation, and rebuilding confidence after divorce.Merideth shares her deeply personal story of making the money in her marriage but having zero control over it, what happened after divorce when she had to learn to trust herself financially for the first time at 43, and why clarity is the key to escaping indecision.This episode is a must-listen if you’ve been stuck asking yourself:Can I afford to leave?What if I fail?How do I trust myself with money again?About Merideth Thompson:A relationship coach, negotiation professor, and researcher helping people gain relationship clarity using science-backed tools.Connect with her here: https://www.mypartnerlab.co/In this episode, you’ll learn:Why financial stability begins in your nervous systemHow unhealthy relationships destroy money confidenceThe hidden cost of staying stuck in indecisionHow divorce can become the beginning of financial empowermentWhy self-trust matters more than budgeting in the beginningHow childhood money trauma shapes adult financial behaviorSigns you may be staying in a relationship for financial fearPractical ways to calm your nervous system so you can make empowered decisionsTimestamped Key Moments00:01 Lisa’s debt payoff resource + mortgage freedom conversation02:40 Meredith’s divorce story and losing financial control04:05 Learning financial confidence after divorce05:20 Financial stability starts in the nervous system07:35 Tools Meredith used to regulate stress and rebuild confidence09:45 Childhood money trauma and scarcity conditioning14:57 Why Meredith became a relationship coach17:45 Staying in unhealthy relationships because of financial fear18:10 The moment she knew it was time to leave19:40 Gaslighting, broken self-trust, and emotional recovery22:08 Meredith’s stay-or-go relationship clarity toolsThank you for tuning into this week’s episode of I Date Money! Loved what you heard? Give us a five-star review and share the episode.Remember, it doesn't matter how much money you make; it's what you do with it🗝️🌬️💖💸Intro/Outro music "IDM" by Christa Lily

  14. 385

    Financial Rock Bottom Taught Him the Real Truth About Real Estate Risk with Chris Prefontaine

    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.If you’re ready to stop feeling financially unstable and start creating wealth with confidence, join The Smell of Money today: https://www.skool.com/the-smell-of-money/aboutCan real estate actually help you rebuild wealth after divorce without putting everything at risk?In this episode of I Date Money, Lisa sits down with Chris Prefontaine, founder of Smart Real Estate Coach, to discuss how creative real estate investing can help entrepreneurs, divorced women, and aspiring investors create wealth without relying on traditional mortgages.Chris shares:How losing everything in 2008 changed his approach to moneyWhy true wealth has nothing to do with stuffHow creative financing reduces upfront cash requirementsReal examples of buying homes without traditional lendingOptions if you’re financially struggling with an existing mortgageHow to avoid costly real estate mistakesChapters00:00 Introduction02:14 Chris’s 2008 collapse05:39 True wealth redefined07:01 Eliminating debt and rebuilding09:16 Real estate fears for beginners10:22 Creative financing explained11:27 Entrepreneurs and buying homes13:15 Help for distressed homeowners15:02 Coaching and mentorship16:05 Free listener resources17:24 Closing thoughtsResourcesReceive Chris's gift to you: 3 PayDays Book: https://3paydaysbooks.com/lisaVisit him here: Smart Real Estate Coach: https://smartrealestatecoach.comThank 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? Remember, it doesn't matter how much money you make; it's what you do with it🗝️🌬️💖💸Intro/Outro music "IDM" by Christa Lily

  15. 384

    Messy 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.Messy money does not mean you are failing. It means your money needs a simple system, not more shame.In this special Mother’s Day episode of iDateMoney®, Lisa Drennon talks about the money stress so many divorced and single moms quietly carry. From checking your account before swiping your card to moving money around just to cover bills, Lisa brings honesty, humor, and relief to the conversation around messy money.Lisa shares why personal and business money often get tangled together, why emotional spending happens, and how guilt can drive money decisions when you are trying to provide for your kids. She also explains why your nervous system matters when it comes to money and how awareness can help you rebuild confidence, stability, and control.You’ll learn:Why messy money does not make you a bad momHow guilt affects spending decisions after divorceWhy business owners must pay themselves a paycheckHow to use money buckets to create clarityWhy awareness creates financial powerOne simple action step to find money you may already haveTimestamps:00:00 Messy money and why money buckets matter01:15 A Mother’s Day conversation most people avoid02:24 The emotional load of money as a single or divorced mom03:10 Why your thoughts drive your money actions03:45 Paying yourself as a business owner04:48 Lisa’s story of bankruptcy, shame, and debt06:25 Why most money problems are not math problems07:11 Nervous system safety and emotional money choices08:00 The Money Multiplier System and fun money09:35 One question to ask your bank account today10:20 How awareness can redirect your spending11:20 Encouragement for every mom rebuilding her money storyThank 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

  16. 383

    The Missing Link Between Visibility, Confidence, & Making More Money with Kayley Hamilton

    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.In this episode of iDateMoney, Lisa sits down with PR expert Kayley Hamilton to break down how visibility, mindset, and strategic exposure directly impact your income, confidence, and long-term financial stability. If you’ve ever felt stuck, overwhelmed, or unsure how to grow your business after divorce, this conversation will help you understand what’s really missing and how to fix it.Kayley Hamilton is a two-time Emmy Award winner, former Hollywood reporter, and founder of UPLVL Agency, where she helps experts become recognized thought leaders through media exposure. What you’ll learn:Why stress and confusion around money directly impact your incomeThe real difference between PR and marketing and why it mattersHow visibility builds authority and attracts aligned clientsWhy mindset work is the foundation for financial growthHow to trust yourself with money and business decisionsWhen you’re actually ready for PR in your businessTimestamped Key Moments:00:00 – Why stress impacts your bank account02:15 – Leaving a stable career and facing financial uncertainty07:00 – Trusting yourself when money feels unstable09:20 – PR vs marketing explained simply13:50 – What “enough money” really means17:20 – When you’re ready to invest in visibility and PR20:30 – The truth about haters and building a personal brandConnect with Kayley: https://www.uplvlagency.com/ https://www.facebook.com/uplvlagency https://www.instagram.com/kayleyhamilton_/ 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

  17. 382

    Divorce Secrets Lawyers Don’t Tell You with Diana Romanov

    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.Most women don’t lose money in divorce because of the law, they lose it because they don’t know what to look for.In this episode of iDateMoney, we sit down with Diana Romanov to break down the real financial risks women face during divorce and how to protect yourself before, during, and after. This conversation goes beyond surface-level advice and gets into the strategies that actually impact your financial stability after divorce.This episode exposes the truth about prenups, hidden assets, and the financial blind spots that cost women thousands.What you’ll learn:Why prenups are about protection, not pessimismThe biggest mistake women make with international prenupsHow spousal support really works and what it could cost youThe fastest way to uncover hidden assetsSimple financial habits that protect you before divorce even happensWhy staying uninformed can cost more than leavingKey Moments:00:00 – Why women lose money in divorce00:20 – Show intro01:00 – Meet Diana02:00 – Negotiating a prenup at 2403:00 – What prenups really do06:00 – Why foreign prenups fail08:00 – When prenups help most11:00 – Why postnups rarely work13:00 – Spousal support explained16:00 – Hard truth about long marriages18:00 – How to find hidden money20:00 – Protecting yourself financially23:00 – Filing in different states25:00 – Fear vs financial reality27:00 – Choosing freedom over money29:00 – Final advice + CTAConnect with Diana on LinkedInThank you for tuning into this week’s episode of iDate Money®!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, join today.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 that matters🗝️🌬️💖💸Intro/Outro music "IDM" by Christa Lily

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ABOUT THIS SHOW

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.Want to be a guest on I Date Money: Budget • Invest • Build Wealth After Divorce? Send Lisa Drennon a mes

HOSTED BY

Lisa Drennon

Frequently Asked Questions

How many episodes does I Date Money: Budget • Invest • Build Wealth After Divorce have?

I Date Money: Budget • Invest • Build Wealth After Divorce currently has 17 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is I Date Money: Budget • Invest • Build Wealth After Divorce about?

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...

How often does I Date Money: Budget • Invest • Build Wealth After Divorce release new episodes?

I Date Money: Budget • Invest • Build Wealth After Divorce has 17 episodes. Check the episode list to see recent publication dates and frequency.

Where can I listen to I Date Money: Budget • Invest • Build Wealth After Divorce?

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Who hosts I Date Money: Budget • Invest • Build Wealth After Divorce?

I Date Money: Budget • Invest • Build Wealth After Divorce is created and hosted by Lisa Drennon.
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