All Episodes

Chapter 18:15

Listener Questions Answered: Episode 1

Three questions can change the trajectory of your entire financial life, and they’re the same ones we keep hearing from clients, friends, and yes, “Huddle Nation”: Can I …

Chapter № 031 29:21

Questions You Wished You Asked Your Aging Parents

Nobody wants to think about Mom falling again, Dad getting confused about bills, or the call that changes everything. But avoiding the conversation does not avoid the outcome, …

Chapter № 004 25:36

College Planning Is A Retirement Issue

College tuition has turned into a shock test for even high-income families, and the worst part is how quietly it can derail retirement. We sit down as three …

Chapter № 003 27:38

Preparing for The Great Wealth Transfer

$84 trillion is set to change hands, and countless families are less prepared than they may think. We talk through the Great Wealth Transfer and a real question …

Chapter № 002 27:33

A Practical Approach to AI Investing (Ft. Stoyan Petev)

AI is moving so fast that investors feel whiplash and that’s exactly why we wanted a grounded conversation about AI investing, portfolio strategy, and what’s actually actionable. We’re …

Chapter № 001 26:33

Should I Be Doing Roth Conversions?

Everyone is talking about Roth conversions right now, but most people only hear the hype and miss the parts that actually move the needle. In this episode, we …

Chapter № 026 20:34

Estate Planning w/ Dirk Winkler

Most people say estate planning is important, but the numbers tell a harsher story: a majority of US adults still have no will, no trust, and no powers …

Chapter № 022 21:43

Old vs. New Long Term Care (ft. Alecia Barnette)

Long-term care is the quiet threat that can blow up a retirement plan even when everything else looks “fine.” One health change can turn into years of home …