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

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...

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...

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 del...

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...

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-...

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,...

What if cash flow could save your business, and your peace of mind? In this episode, 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...

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,...

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. Kare...

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 shi...

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 comm...

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,...

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...

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 div...

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...

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 na...

On this episode Lisa Drennon speaks with Emma Lyons, a transformational healer and subconscious reprogramming expert, about the pervasive issue of self-sabotage and money blocks. Emma shares her personal journey from studying law to discovering her passion for healing, emphasizing the importance of addressing self-worth and the ability to receive. The conversation delves into the concept of money...

On this episode we’re diving into the hidden link between boundaries and financial peace —and how women can finally stop sacrificing themselves just to make ends meet. Lisa is joined by Steph Koenig , a boundary-loving life coach, dedicated cheerleader for moms, and the voice behind The Boundary Boost . Together, they explore how emotional regulation, guilt-free “me time,” and honoring your values...

Summary In this conversation, Lisa Drennon and Skye Waterson explore the intersection of ADHD and entrepreneurship, discussing how ADHD affects financial management and organizational skills. Skye shares his personal journey with ADHD, the importance of identifying symptoms, and the impact of impulsivity on financial habits. They emphasize the need for effective systems and a healthy relationship...

Summary In this episode of I Date Money, host Lisa Drennon and guest Dr. Angela Jebailey explore the intricate relationship between individuals and money, emphasizing the importance of perception and belief systems. Dr. Jebailey, a doctor of quantum health, explains how our thoughts and beliefs shape our reality, particularly regarding financial matters. Through various scientific experiments and...

In this episode Lisa sits down with Simone Mercer-Huggins, a money and wealth coach from Australia. Simone shares her powerful three-pronged approach to building wealth: mindset, money management, and investing. Together, they discuss the importance of mindset in financial success, how to overcome generational money patterns, and practical strategies for investing without fear. Lisa also dives int...

In this episode, Lisa Drennon and Dr. Jennifer Shell discuss the intricate relationship between money mindset and management. They explore the importance of understanding one's financial desires, the mind-body connection in achieving true wealth, and the challenges faced by entrepreneurs in reaching financial success. Dr. Shell shares her personal journey from being a chiropractor to building a su...

In this episode Lisa Drennon sits down with Lisa Raebel, founder of Rebel Girl Marketing, to discuss how to build a thriving business through strategic marketing and a mindset shift. Lisa Raebel shares her journey from corporate sales to launching her own business, emphasizing the importance of aligning marketing with sales for sustainable growth. Key Takeaways: The synergy between marketing and s...

In this episode Lisa Drennon and guest Reena Sifer explore the concept of Human Design, its significance in personal growth, decision-making, and financial choices. They discuss the five types of Human Design, the importance of understanding one's authority in making decisions, and how this knowledge can lead to a more aligned and fulfilling life. Reena shares her personal journey with Human Desig...

In this episode Lisa sits down with the dynamic Eden Lovejoy, author of Activate Your Virtual GM . Eden shares her journey as a serial entrepreneur and general manager by craft, diving deep into how she transformed her relationship with money and business. From navigating debt while earning a six-figure income to building profitable, self-sustaining businesses, Eden candidly discusses the mindset...