True Wealth - Financial and Investing Podcast

It can start with something as simple as a math problem, but as time goes on, perspective, life circumstances, and unexpected risks change the equation.

David, Matt, and special Guest Scott Littlejohn talk smack about insurance. But more specifically, there are two big insurance items in the news. Douglas County is losing one of its Medicare Advantage carriers, which may affect certain users. But this could also open some opportunities for some people to improve their insurance coverage without any underwriting requires. And, in more covert news, there is some discussion in Salem about creating a Universal Healthcare option for Oregonians…which we throw rocks at.

Remember when nobody had a smartphone and Friday nights meant a trip to Blockbuster? We grew up thinking the future would be incredible. But somewhere along the way, life got expensive, complicated, and consumed by technology. Today we’re taking a trip back in time and asking a simple question… What if we could actually bring back some of the best parts of growing up? Tune in for a simple challenge to help recreate some of those true wealth moments that have nothing to do with money. Maybe it’s time to stop complaining about 2026 and start living a little more like it’s 1998.

How does your financial life compare to everyone else? Today we look at the numbers behind the average American household, from income and car payments to debt, savings, emergency funds, and retirement. The numbers may surprise you, but more importantly, they may change how you look at your own finances.

What happens to your money if the House and Senate flip? Taxes, tariffs, gridlock, markets and your 401(k). We break down what could change and the surprising history of what markets do after the votes are counted.

When raising kids or grandchildren, it can be hard to know how to teach them about money. What should you say? What should you model? And what should you do to help them build healthy financial habits? Let’s talk about it.

The 10 year treasury above 5%? The 30 year mortage over 7%? Let’s get to the bottom of this.

We spend most of our lives trying to save more, earn more, and build more. But at what point do you actually have enough? Today we’re putting real numbers on money, lifestyle, retirement, and when it might finally be time to spend.

What makes you rich? What wrecks you? What holds you back? What looks wealthy but isn’t? We made our picks, built our financial rosters, and compared answers live. Now it’s your turn to draft your financial future.

Everyone waits until January to set goals, fix their finances, and finally get their act together. But why wait? Fall has a natural reset built into it. Vacations are winding down, routines are coming back, and there’s still plenty of year left to make real progress. Forget the New Year’s resolution. Your fresh start might be right now.