I sat down with Ron Lieber, the New York Times “Your Money” columnist, to tackle one of the most stressful financial decisions any family faces: the cost of college.
With headlines screaming about AI-driven job market disruptions and tuition hitting record highs, we’re digging into the math and the mindset shifts required to navigate [...]
Joe and I tackle questions about the complexities of early retirement at age 60 and the most efficient withdrawal strategies for lifelong security.
This episode explores both the technical and psychological aspects of “spending down”—from balancing Social Security timing with your investment accounts to deciding if you should spend every last penny before you’re [...]
Caregiving is a massive responsibility that often falls on family members, usually as an unpaid role.
For parents of children with autism, this doesn’t just mean managing the day-to-day, it means planning for a future that extends far beyond their own lives.
Keith Wargo, the CEO of Autism Speaks, joins me to bridge the [...]
Joe and I are catching up in person to dive into a new set of listener questions.
From navigating the complexities of the current real estate market to strategic tax planning for retirement, this episode explores both the technical and psychological aspects of building wealth.
Whether you’re wondering how to handle a sudden [...]
Joe and I traveled to the campus of Texas A&M University-Texarkana for a very special live recording.
We were joined by Jay Davis, the Executive Director of Financial and Entrepreneurship Engagement, to answer questions from an incredible audience of students.
Whether you’re just starting your career or looking to “reset” your habits, this [...]
What do student loans, early retirement, and Airbnb have in common?
They’re the three questions we’re tackling in today’s episode, and each one forces you to think about uncertainty, flexibility, and whether the “right” financial move on paper is actually the right move for your life.
Joe and I answer three listener questions. KJ [...]
Jon McNeill, the former President of Tesla and former COO of Lyft, discusses the intersection of innovation, leadership, and the future of technology.
Jon shares behind-the-scenes stories of scaling two of the most disruptive companies in modern history and offers a masterclass on how to build “acceleration” into your own career and business [...]
In this Q&A episode, Joe and I answer three listener questions that wrestle with the gap between plans and reality.
Bringham is 23, recently awarded 100% VA disability ($4,300/month for life), and has mapped out a detailed 30-year plan: buy a house, have 2-3 kids, become a [...]
This month’s jobs report looks strong on the surface, with 178,000 jobs added and unemployment ticking down—but a closer look tells a more complicated story. When I compare it against other data like job openings and layoffs, it still points to a slower, low-hiring environment, raising the question: is this [...]
Where should you park money that you’ll need in three years? It’s a question that forces you to balance safety with returns, and resist the temptation to gamble on the stock market just because it’s been going up for 17 years.
In this Q&A episode, Joe and I answer three listener questions. Olivia is saving [...]
In this episode, I am joined by Jamie Hopkins, a leading retirement researcher and finance expert, to debunk the myth of the “magic number.” We explore why retirement planning is a dynamic process of constant adaptation rather than a static goal.
Jamie explains the psychological and mathematical flaws of focusing solely on a [...]
Should you take a $30,000 raise right before you retire? It’s the kind of question that forces you to ask what you’re really optimizing for—money, or something else entirely.
In this Q&A episode, Joe and I answer three questions: Melanie is four years from FI but a high-stress job with a big raise just opened [...]
Can your beliefs actually change your biology? What if the only thing standing between you and breakthrough results isn’t skill, resources, or luck—but the limiting beliefs you carry about what’s possible?
In this conversation, I talk with Nir Eyal, bestselling author of “Hooked,” “Indistractable,” and his latest book “Beyond Belief: The Science-Backed Way to Stop [...]
Should you reduce your retirement contributions to save for a house down payment faster?
It’s a question that forces you to choose between two competing financial goals—and the answer isn’t as simple as picking one over the other.
In this Q&A episode, Joe and I tackle three listener questions about financial trade-offs.
Hannah [...]
What does it take to find work you actually love—not just tolerate, not just survive, but genuinely love? And is it even possible if you’re in your 50s and still don’t know what that is?
In this conversation, I talk with Bill Gurley, general partner at Benchmark Capital and author of “Runnin’ Down a [...]
Should your emergency fund chase yields, or should you prioritize stability over returns? It’s a question we haven’t had to ask for years, but as interest rates drop, savers are facing a new reality.
In this Q&A episode, we tackle four listener questions that span the practical and the philosophical. We start with a listener [...]
The jobs report that dropped today sent shockwaves through the markets, the US lost 92,000 jobs in February, completely defying expectations of a 60,000 job gain. How do we make sense of data that seems to contradict itself?
In this First Friday episode, I break down the confusing signals coming from different employment reports (BLS [...]
Will AI take your job? In Part 2 of my conversation with Ben Zweig, we move beyond theory into the practical chaos of how work actually functions in today’s economy.
Ben and I dive deep into why there are 90 million unique job titles (yes, really), how LLMs are finally solving the job categorization problem [...]
Will AI take your job? It’s the question on everyone’s mind—but it might be the wrong question to ask.
In this interview, I talk with Dr. Ben Zweig, Chief Economist at Revelio Labs, about why we need to completely rethink how we understand work in the age of AI.
Ben explains that jobs aren’t [...]
Three listeners, three very different financial dilemmas, but all connected by the same underlying question: What do I do when life doesn’t follow the plan?
In this Q&A, we tackle three high-stakes money decisions. A post-divorce real estate leap overseas. A retiree with a suddenly swollen portfolio. And an investor questioning whether smarter returns cost [...]
What if the most important skill for thriving in an AI-driven economy isn’t intelligence or emotional awareness—but your ability to handle change itself?
In this interview, I talk with Liz Tran, executive coach and author of “AQ”, about a revolutionary framework for understanding how we navigate uncertainty.
Liz introduces the concept of AQ (Agility [...]
