I Date Money

Are you hustling nonstop, juggling multiple income streams, and still feeling broke? You’re not alone—and you’re not bad with money.

In this episode of iDateMoney®, Lisa Drennon, your Wealth Activator and independent insurance broker, breaks down why making more money isn’t the answer—and what actually is.

You’ll discover:

• The one shift that changes your entire financial story
• How to pay yourself first using Lisa’s proven Money Mul...

Ever find yourself clicking “Add to Cart” after a rough day? You’re not alone—and you're not bad with money. In this emotional and empowering episode of I Date Money®, Lisa Drennon, your Wealth Activator, opens up about her own emotional spending patterns (hello, surprise breakfast bar dream!) and shares the truth behind what’s really driving your purchases.

Lisa walks you through what "doom spending" is, how it quietly sabotages yo...

In this heartfelt episode of I Date Money, Lisa Drennon, your Wealth Activator and Independent Insurance Broker, shares a personal and powerful truth: wealth isn’t about how much you receive—it’s about what you do with it. From heartbreaking inheritance stories to the core reason most women still feel unsafe with money, Lisa reveals why a spending plan is the missing key to building true, lasting wealth.

Whether you’ve received a wi...

You’d never guess she was struggling. A 66-year-old widow with $4.5 million in assets, and yet—crippling doubt, no savings, and no idea how to manage it all.

In this raw and revealing episode of I Date Money®, Lisa Drennon, your Wealth Activator, opens the vault on a conversation so many women are too ashamed to have. Shame doesn’t just keep us silent—it keeps us from seeing clearly, from asking for help, and from leading our money ...

Ready to stop undercharging and start owning your worth? In this episode of I Date Money®, Lisa Drennon gets raw and real about the energetics behind pricing your offers. If you've ever felt queasy or questioned whether people will pay your price, this conversation is your sacred permission slip to do things differently. Lisa shares how Human Design, nervous system safety, and spiritual alignment shape pricing confidence—and how sh...

In this raw and powerful episode of I Date Money®, Lisa Drennon opens up about the emotional toll of hiding from financial truth. From journal reflections to a soul-stirring mentorship call, Lisa shares her personal experience of avoiding financial pain, battling shame, and breaking the cycle of silent suffering. If you’ve ever dipped into your emergency fund for something not an emergency, or delayed paying taxes out of fear, this...

What if you could turn $1,000 into $16,000—without adding a single penny?

In this transformational episode of I Date Money, Lisa Drennon welcomes financial coach and author Scott Yamamura, who breaks down the 3 financial epiphanies that can revolutionize how you think about investing, debt, and long-term wealth building. Together, they tackle the myths around money literacy, how to take control of your finances—even if you feel comp...

Are you afraid to make the wrong financial move—even when you know something has to change? In this solo episode, Lisa Drennon gets real about the emotional pressure behind financial decisions and why some investments drain you instead of grow you. From personal stories of ignoring her own intuition to how she learned to trust her sacral authority, Lisa breaks down exactly how to shift from panic-purchases to powerful, soul-aligned...

In this deeply vulnerable solo episode of I Date Money®, host Lisa Drennon shares what no one tells you after divorce: the financial trust you once had—with your partner and yourself—might feel broken. Even if you were the one managing the money… even if you chose to leave… the rupture is real. But it’s not permanent.

This episode is a healing blend of soulful storytelling, nervous system support, and practical rituals that reconnec...

What if cash flow could save your business—and your peace of mind?

In this episode of I Date Money, Lisa Drennon sits down with Al Zdenek, a CPA, personal financial specialist, and bestselling author of Master Your Cash Flow. Al shares how he went from the brink of bankruptcy to financial independence by rethinking how money flows in and out of business. With 40+ years in wealth management and the launch of his new Cake Club App, Al...

In this emotionally charged episode of Lisa Drennon sits down with trauma therapist Fanny Tristan to unpack how trauma and early conditioning shape our relationship with money. They explore how emotional wounds influence financial decisions, and why understanding your personal money story is key to creating lasting wealth. From overcoming toxic productivity to releasing perfectionism and scarcity, Fanny shares her path to financial...

In this heartfelt and revealing episode of I Date Money, Lisa Drennon sits down with Karen Rudolf, founder of Tranquil SOULutions, to discuss the silent saboteurs behind our money struggles—burnout, inherited beliefs, and emotional fog. Together, they dive into how unprocessed trauma, childhood money scripts, and a lack of clarity can keep even the most ambitious women stuck in survival mode.

Karen shares her deeply personal story o...

Ready to kick self-doubt to the curb and finally feel worthy of receiving your next level of wealth?

On this episode of I Date Money®, I sit down with award-winning author, keynote speaker, and powerhouse mama of six, Simone Knego. Through her signature R.E.A.L. Method (Respect Yourself, Embrace Failure, Ask for What You Want, and Live Without Limits), Simone empowers high-achieving women to shift the way they see themselves—because...

Ever felt overwhelmed by financial lingo like IULs, ETFs, or why your advisor earns more when you invest more? In this episode of I Date Money®, Lisa Drennon sits down with Joel Miller, Certified Financial Planner and founder of Flames Financial Planning, to break down a revolutionary approach to financial advising: flat-fee, subscription-based service that actually puts your goals first. No commissions. No hidden agendas. Just hon...

Are you stuck in the cycle of overthinking your niche, burning it all down, or grabbing another shiny object hoping this one will finally fix your marketing? You’re not alone—and today’s episode is the soul-sparking reset you didn’t know you needed.

Lisa sits down with Lynn Colepaugh, founder of CyberPR Army, who shares how she went from burnout to breakthrough by partnering with AI—not as a tool, but as a co-strategist. Together, t...

What if the verse you've heard your whole life about money being the root of all evil... was never actually about money?

In this powerful solo episode of I Date Money®, your host Lisa Drennon dismantles one of the most misquoted Bible verses of all time and shares how her faith, her past, and her money mistakes shaped her mission to help women thrive financially—without guilt or shame. This is a heart-centered conversation for every...

Ready to finally get real about your retirement—but without the overwhelm, shame, or salesy nonsense?

In this episode of I Date Money🗝️🌬️💖💸, Lisa Drennon sits down with Michael Scarpati, CEO and co-founder of Retire.US, to talk about financial freedom, fiduciary advice, and why most people have it all backwards when it comes to retirement planning.

If you’re an entrepreneur, especially a divorced mompreneur making good money ...

What does it really take to go from government assistance to global impact?

On this episode of I Date Money®, Lisa sits down with Marianne Hickman, a speaker mentor and trainer who’s graced over 2,000 stages — but her story didn’t start with a mic. It started with food stamps, shame, and a desperate prayer.

Marianne shares her raw, inspiring journey from living in lack with five children and no financial literacy to running a spe...

In this episode Lisa engages in a deep conversation with Nicole Cherie Hesse about her journey of self-discovery, the writing of her fiction novel 'A Shadow Called Sunshine', and the themes of self-worth and advocacy against domestic violence. Nicole shares her transformative experiences that inspired her writing, the challenges of vulnerability in storytelling, and the importance of creating narratives that empower individuals to ...