Let’s Get Started with Jill Smith Entrekin

The Happiest Retirees podcast debuted on September 19, 2023, and Jill Smith Entrekin was our very first guest. As the new kids on the podcast block, it was essential to start strong, and Jill’s performance was the bulging bicep we needed to flex our mission of helping families retire happier. What makes Jill a happy […]

Do You Want to Become the Millionaire Next Door?

When you think of a millionaire, what do you see? A butler selecting from an identical lineup of tuxedos parading along a conveyor belt in a closet that smells of rich mahogany? A personal assistant slipping diamond-laced Louboutins over the freshly exfoliated heels of an elegant woman? If these descriptions match your imagination, you’re not alone. But […]

10 Financial Catalyst Events That Could Impact Your Happy Retirement Planning

Change is part of life. There’s no avoiding it, and the energy spent trying is wasted. As we plan for retirement, it’s essential that we accept this reality and make the most of what’s thrown at us. With the right attitude, change doesn’t have to be a bad thing. We previously covered ten lifestyle catalysts […]

Client Spotlight: Liz & David’s Dream Trip to Iceland

Our readers know that from time to time, we like to swing the spotlight around, off of us, so that the light can shine brightly upon our clients. Today, we need two lights—one for our clients and one for the Travel and Cruise Authority who helped them plan the trip of a lifetime.

Consistency vs. Chasing Returns: A Study on Investment Performance

The fear of missing out (FOMO) is the anxiety a person feels when missing out on opportunities they perceive that others are experiencing. Whether it involves trying to get tickets to Taylor Swift: The Eras Tour or keeping up with the latest trends posted on social media outlets (think Facebook, Instagram and Twitter) most of […]

Wes Answers Listener Questions

I’ve been doing some form of financial radio for more than fifteen years. In the book Outliers: The Story of Success, author Malcolm Gladwell stated that it takes about ten thousand hours of practice to become an expert in any given field. I don’t consider myself a radio expert, but I do feel incredibly grateful […]

The Happiest Retirees Podcast: Ready for Launch

Ten years ago, I found myself sitting in my car talking to a financial advisor. I wasn’t trying to move any money to a Roth IRA, although that would’ve been a productive conversation. No, I was listening as he explained in detail how he believed people could retire sooner and happier than they ever thought […]

Roth Conversions: a smart tax move, or an expensive mistake?

A clear, no-pressure guide to deciding whether converting pre-tax retirement savings to a Roth may fit your situation.