
Earn & Invest
Join us for thought-provoking conversations that empower you to Earn and Invest wisely, shaping your future while making informed decisions today. Every Monday, our wide-ranging panel discussions explore various financial topics, fostering engaging conversations that challenge conventional wisdom and provide fresh perspectives. Then, on Thursdays, we delve into individual interviews, offering deep insights from experts who share their experiences and expertise. While we may not always uncover definitive answers, our goal is to equip you with the essential questions necessary to navigate a richer path towards not only financial independence but living a life full of purpose, identity, and connections.
Latest episodes

Jul 17, 2025 • 49min
647. Thriving Financially with ADHD w/ Skye Waterson
Skye Waterson is the creator of Unconventional Organization where she works as an ADHD coach and helps individuals maneuver entrepreneurship and corporate America. What does it feel like to be different? Listen to learn more. Learn more about your ad choices. Visit megaphone.fm/adchoices

Jul 14, 2025 • 33min
646. Ten Things About Hustle Culture (Solo)
I hate hustle culture. Yet, it is a big part of what motivates people. Is it good? Is it productive? In this episode I delineate why I think hustle culture is destructive and ultimately doesn't make us happy. Learn more about your ad choices. Visit megaphone.fm/adchoices

Jul 10, 2025 • 49min
645. Darrow Kirkpatrick's Not So Simple Path
Darrow Kirkpatrick is the well known founder of the Can I Retire Yet? blog. Today we talk about what he did after he left blog writing. His new book, Two Sticks, One Path discusses fear, anxiety, and ultimately triumph on the 500 mile Colorado Trail. Learn more about your ad choices. Visit megaphone.fm/adchoices

Jul 7, 2025 • 32min
644. Ten Things About Book Writing
In this ten things episode I talk about one of my favorite topics: book writing. Have you ever thought about writing a book? If so, you may be surprised that it is not exactly what you think it is. This is ten things about book writing. Learn more about your ad choices. Visit megaphone.fm/adchoices

Jul 3, 2025 • 58min
643. How To Manage Our Chaotic Market w/ Mark Matson
I go deep in this episode with academic investor Mark Matson. We discuss market efficiency, chaotic systems, and the nature of premiums. Does the past predict the future? Mark's answer is both yes and no. Learn more about your ad choices. Visit megaphone.fm/adchoices

Jun 30, 2025 • 34min
642. Ten Reasons Why I Don't Seek Alpha (Solo)
In this ten things episode, I talk about why I am happy with plain old market returns. That's right, I seek beta and ignore alpha. Am I making the right decision? Let's see what you think of my reasoning. Learn more about your ad choices. Visit megaphone.fm/adchoices

Jun 26, 2025 • 54min
641. Social Security-Is There Hope? Community Episode
We hear all the time about the possibility of social security running out. In fact, many people calculate their retirement needs without even considering its presence. Have you given up on social security? Should you have? Learn more about your ad choices. Visit megaphone.fm/adchoices

9 snips
Jun 23, 2025 • 33min
640. Ten Things About Failure
Delve into the world of failure, where humor meets vulnerability in personal stories that reveal valuable lessons. Explore the emotional toll of repeated setbacks in creative pursuits and how they contribute to growth. Learn to embrace failure as a stepping stone toward success, celebrating small victories along the way. Discover the power of community and risk-taking, while uncovering how failure can lead to insights and happiness. It's a transformative journey that redefines what it means to truly succeed.

Jun 19, 2025 • 51min
639. The Future of Women and Money w/ Cary Carbonaro
In this engaging conversation, Cary Carbonaro, a seasoned financial advisor and advocate for women in finance, discusses the impending wealth transfer to women and the obstacles they face in financial empowerment. She highlights the significant role women will play in managing assets and the necessity for financial advisors to adapt their approaches. Cary also dives into the unique challenges encountered by childless women and the overall need for better representation and communication strategies in the financial industry to better serve female clients.

Jun 16, 2025 • 34min
638. Ten Things About Being American (Solo)
The speaker reflects on their recent travels in Europe, blending personal experiences with broader thoughts on American identity. They explore the privileges of being an American abroad and share ten insights on cultural perceptions. The discussion challenges the stereotype of the 'ugly American,' showcasing kindness and complexity in both American and European individuals. It also touches on the unique aspects of American culture and emphasizes the need for a balanced view on societal issues, advocating for personal growth through diverse experiences.