Talking solo, Jesse tackles two important, ever-present investing questions in today’s monologue. Should I try to time the market?... more

Jesse is solo, answering your questions! Kate, a government worker with $650,000 in IRAs, is wondering how she can best... more

Jesse’s running the show solo this week, bringing with him some interesting perspectives on tax tricks, whether you should rent... more

What are the long-term gains of educated investment decisions? The COVID pandemic triggered fear and uncertainty, with many wanting to... more

Jesse opens the show by sharing a personal anecdote about a former teacher's challenging investment choices, which were burdened with... more

Today, Jesse helps us step out of our financial frame and see the broader context of our lives. Quoting from... more

Back with another AMA, Jesse tackles your questions on employee stock incentives, diversification, how taxes affect investments, and more! Our... more

Jesse explores the intricacies of student loan forgiveness, highlighting the fallacy that loans can simply vanish without consequence. He argues... more

Referring back to his article, Fundamentals Of Retirement: Is the Summit “Good Enough?”, Jesse uses an experience hiking in the Adirondack... more

In today’s opening monologue, Jesse explores the concept of Sequence of Returns Risk, a crucial and often misunderstood threat to... more