Jaina Anne grew up in a Navy family where money was scarce and the wealthy were viewed with suspicion. The 2020 market crash jolted her into seeking financial literacy, leading from Palantir stocks to Ethereum mining to real estate investing. A chance conversation about a $38,000 Indiana house shattered her California assumptions and launched her into building a 10-property portfolio using creative financing. Now she teaches real estate investors how to turn contractor payments into luxury vacations while challenging the millennial fear of taking calculated risks.

When first featured on Money Memories in English, Ximena’s story stood out as one that needed to be shared more widely. This episode continues the conversation in Spanish. She reflects on how growing up in Uruguay shaped her entrepreneurial mindset, what it took to raise venture funding in a conservative business culture, and why Prometeo was designed as a pan-regional platform from day one. The discussion also explores the barriers women founders face in fintech and why closing the gender funding gap remains one of Latin America’s biggest untapped opportunities. A conversation about building boldly across borders—and in your own language.

In this episode of Money Memories, Ilona sits down with Bam Azizi, founder of Mesh, to explore how childhood hustle and immigrant resilience shaped his path from a makeshift library in Iran to scaling infrastructure for the future of crypto. Bam shares why user experience—not hype—is the industry’s biggest hurdle, and why staying lean might be a startup’s greatest asset.

After losing his mom shortly after college, Drew Barvir set out on a journey to understand the complex connection between money, mental health, and meaning. In this episode, he opens up about how childhood arguments over finances shaped his earliest beliefs, how grief became a turning point, and why he built Sonar — a tech platform bringing accessible emotional support to students across the country. It’s a deeply personal story of loss, resilience, and reimagining what it means to feel financially and emotionally secure.

Meet Alejandra Lozano, a dedicated Financial Wellbeing Coach for Operation HOPE, located inside Wells Fargo’s HOPE Inside center in South LA. With over seven years of experience in the finance industry, Alejandra is passionate about uplifting Black and Brown communities and empowering their financial journeys. Alejandra shares how her childhood experience with "la caja de los zapatos" (the shoe box) reflects the sentiment that many communities in the U.S. feel about financial institutions. She also shares some of the most powerful stories of transformation that Operation HOPE was able to provide.

What happens when blockchain meets clean energy? In this episode of Money Memories, we explore the intersection of climate tech and Web3 with Adam Silver, founder of VC-backed startup Plural. Learn how decentralized technology can help modernize the power grid, support the energy transition, and drive impact at scale. Whether you are a climate enthusiast, crypto-curious, or love founder stories, this episode will spark new ideas about the future of energy.

Student loan expert Michael Lux—featured in The Wall Street Journal—has spent years helping borrowers navigate the complexities of repayment and policy changes as the founder of The Student Loan Sherpa. In this episode of Money Memories, we break down the latest in student loans: key policy shifts, smart repayment strategies, and what borrowers need to know now. Want more expert insights? Subscribe to my newsletter for the latest in financial wellness, and exclusive podcast content! Visit https://bearandthebull.beehiiv.com/

We’re joined by Ehis Akhetuamhen, host and creator of Unmuted Moments, a podcast about finding your voice in work and life. He shares his remarkable journey from growing up in a one-bedroom apartment in Nigeria to building a career in finance in the U.S. After losing his father at 13, he learned that financial success isn’t just about hard work—it’s about where you work. We talk about career choices, financial resilience, and why speaking up is just as important as skill. Plus, how a mailman’s unexpected favor helped change the course of his life.

Many of us grew up with a scarcity mindset around money. Tim Flacke, co-founder of Commonwealth, explores how that mindset develops, why savings matter beyond just dollars and cents, and how his organization is working to change financial systems for the better.

Ilona sits down with Katrina Robinson, a professional trustee and wealth management expert, whose journey spans Kingston, Jamaica, to leading the multinational estate planning firm Cone Marshall. Katrina shares how her grandmother's wisdom and lessons on saving shaped her approach to planning for the future. Katrina also discusses the importance of financial planning at every stage of life, providing practical tips on building wills and trusts, and creating inventories of assets. Whether you're just starting your financial journey or looking to preserve wealth for future generations, this episode offers timeless insights into planning with purpose.

Ximena Aleman, CEO and co-founder of Prometeo, shares her incredible journey from growing up in Montevideo, Uruguay, to leading a fintech infrastructure company in Latin America. She discusses the financial challenges of her childhood, and how she navigated a transition from a career in journalism to tech. Ximena provides insights into Prometeo's work in revolutionizing financial services through open banking and API technology, and elaborates on the importance of financial inclusion in LATAM markets. She also touches on the future of fintech innovation and the impact of education and emotional skills.

Meet Alejandra Lozano, a dedicated Financial Wellbeing Coach for Operation HOPE, located inside Wells Fargo’s HOPE Inside center in South LA. With over seven years of experience in the finance industry, Alejandra is passionate about uplifting black and brown communities and empowering their financial journeys. Alejandra shares how her childhood experience with "la caja de los zapatos" (the shoe box) reflects the sentiment that many communities in the US feel about financial institutions. She also shares some of the most powerful stories of transformation that Operation HOPE was able to provide.

Hans Koch is the CEO of the augmented reality platform MyXR. Hans shares poignant memories of growing up in Southwestern Michigan, reflecting on his early money lessons and the influence of his father’s entrepreneurial spirit. He delves into the impact of his father's battle with ALS, which in turn shaped his outlook on life and business. Hans recounts his first ventures into real estate and technology, the founding of Owners.com, and his current role at MyXR. The discussion spans topics from early entrepreneurial inspirations to the latest tech innovations. Hans offers insights on mistakes made along the way and lessons learned, emphasizing the importance of efficient scaling and strategic financial planning.

Tosin Mills is the product and growth strategy manager at Microsoft. She received her bachelor’s degree from the University of Pennsylvania, and an MBA from the MIT Sloan School of Management. Tosin shares how her experience of moving from Nigeria to the United States played an important role in her understanding of the value of money, and what her favorite money slogan is. Bonus: I found an NFT expert to answer your pressing questions about how this hot new fintech innovation actually works. This episode originally aired on February 16th, 2022.

In this episode, guest John Hill reflects on his childhood lessons in saving and the importance of compound interest instilled by his family in Western Pennsylvania. Transitioning to a career in asset management, John shares insights into founding Quorus, a technology-enabled asset manager aimed at personalizing investment portfolios. John also offers beginner tips for financial wellness, and when it's OK to reach out to a professional for financial planning help.

Leslie Gillin is the Chief Growth Officer of Pagaya, a lending platform that uses artificial intelligence to improve credit decision-making. Leslie shares how her mother instilled the importance of financial independence early on, and the challenges she faced around unconscious biases as a woman in the C-suite. This is an archival episode from October 2023.

A conversation with Michael Hershfield, CEO of Accrue Savings. From his humble beginnings in Canada to his entrepreneurial ventures and eventual founding of Accrue, Michael shares poignant insights into the importance of financial literacy, responsible spending, and the mission to revolutionize savings behavior in America. We talk about Michael’s lessons learned from failed ventures, and his vision for a future where every American can achieve financial wellness.

This episode originally aired on July 13th, 2022. As a new college graduate living in New York City, Aja Evans thought she had made it. She quickly realized, however, that the weekly bottomless brunches add up. Eventually, she took control of her spending habits. Today, Aja is a licensed mental health counselor specializing in financial wellness. She shares how her personal journey informed her decision to offer this unique angle to her therapy practice.

We talk to Caesar Sengupta, the founder of Arta, a technology platform revolutionizing the world of personal finance. We delve into Caesar's background and his journey from growing up in India to studying computer science at Stanford and eventually joining Google. Caesar shares his early money memories and the shift in his mindset towards money as he discovered the financial superpowers of the ultra-rich. The conversation explores the founding of Arta and its mission to unlock these financial opportunities for everyone, providing insights into investing, alternative assets, and the importance of starting early to build generational wealth.

Brian Barnes is the founder and CEO of the wealth management platform M1 Finance. Founded in 2015, the company uses digital tools to help customers automate the way that they invest and save. Brian shares how a stock pitch competition in school shaped his passion for investing, and how this experience later influenced his philosophy for M1. He also shares his three key tips for long-term financial wellness.