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.

Eryn Schultz is the founder of pHERsonal Finance Day, a platform that offers courses and content tailored to high-earning women. Eryn is a graduate of Georgetown University and Harvard Business School. She discusses what inspired her to plunge into entrepreneurship, and answers your questions about student loans. This episode is an archive episode from February 24th, 2021.

A conversation with Estelle and Stephen Cockcroft, the founders of Catamaran Guru, a boating business. They discuss their journey in yacht brokering, how their early childhood experiences in South Africa inspired them on their quest to sail around the world, and the key to a harmonious business and personal relationship.

Nico Simko is the founder and CEO of Clair, a digital banking app that allows customers to access funds from their paycheck sooner. Nico built Clair on one simple premise; if you can send money instantly to your friends via Venmo, then why can’t you receive your paycheck as soon as you complete a job? Nico discusses how his multicultural Swiss upbringing shaped his views on money, his journey into entrepreneurship, and the startup lessons that we could all apply when making our personal budgets.

Drew Breneman is the founder and CEO of the real estate platform, Breneman Capital. Drew shares how his initial journey into real estate began with a successful online business in high school. A business which, over time, evolved into a $200 million portfolio. Drew discusses why he believes that real estate is still a meaningful tool for building long-term wealth, and the number one thing that he wishes he had done sooner.

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.

Chase Allen is a South Carolina-based iron artist. He discusses his transition from real estate marketing to founding his artistic venture, Iron Fish Art. Raised by a single mother, he recalls early financial struggles and being inspired by creative trailblazers. In spite of skepticism, he dived into his passion for metalworking, even funding his business through credit cards. Chase's story emphasizes the significance of appreciating assets, keeping overhead low, and embracing calculated risks. He sheds light on the financial realities behind seemingly successful individuals and advocates for slow, steady financial progress.