Most money advice tells you to grind harder, save more, and wait. We don’t buy it. Brad sits down with author and entrepreneur finance expert Garrett Gunderson to talk about a different target: financial independence, where cash flow covers your life and work becomes optional. Along the way, we get real about the cost of living on “someday,” and why building wealth should improve your quality of life now, not just your net worth later.

Garrett shares what he learned studying generational wealth and the Rockefeller strategy, including the practical moves families can borrow even without billionaire money: trusts that carry instructions, life insurance used for liquidity and tax-efficient legacy planning, and a modern version of a family office where advisors actually coordinate. We also dig into the human side of wealth, like investing in heirs through family retreats, building shared rituals, and writing a family constitution in your own words so values travel with the assets. (I LOVE THIS)

Then we take on retirement planning, 401(k)s, taxes, and the hidden drains Garrett calls the Four I’s: IRS, interest, investments, and insurance. The GE pension story is a sharp lesson in stability, sequence-of-returns risk, and what happens when greed replaces good structure. We also talk “investor DNA,” why taking bigger risks isn’t the same as getting better returns, and why investing in yourself is often the highest ROI move you can make. (key take away)

If you’ve ever wondered how to create generational wealth, protect your assets, and still enjoy the life you’re building, this conversation gives you a clear starting point. Subscribe for more real-life money talk, share this with someone building a family legacy, and leave a review. What would you change first to make work optional? #garrettgunderson #bradweisman #thebradweismanshow #rockefellers #weatlthtransfer

---
Welcome to The Brad Weisman Show, where we dive into the world of real people, real life, and everything in between with your host, Brad Weisman! 🎙️ Join us for candid conversations, laughter, and a fresh take on the real world. Get ready to explore the ups and downs of life with a side of humor. From property to personality, we've got it all covered. Tune in, laugh along, and let's get real! 🏡🌟 #TheBradWeismanShow #RealPeopleRealLife

Credits - The music for my podcast was written and performed by Jeff Miller.

OUR Guest this Week: Rick Elmore

*We apologize for the sound quality with this weeks guest*

You know that split-second reaction when you spot a handwritten envelope in a pile of junk mail and bills? We’re chasing that moment of attention and what it means for modern marketing with Rick Elmore, former NFL defensive end and the founder and CEO of Simply Noted.

Rick walks us through the real economics of the NFL, why “not for long” is more than a joke, and how an identity crisis after football pushed him into sales, an MBA, and eventually entrepreneurship. The turning point is surprisingly simple: handwritten notes get opened, remembered, and trusted, but almost nobody has the time to write them at scale. So Rick tested the idea, proved the response, then built the infrastructure to make it real, including custom handwriting robots that put actual pen on paper.

We also get practical about scaling a self-funded business: production capacity, engineering costs, and the painful lesson that what gets you to a few million in revenue will not get you to the next level. Then we go full modern with direct mail tracking, QR code attribution, and Rick’s bullish take on AI for small business, including how he runs AI SDRs to book meetings. The big takeaway: as AI increases distance, relationship marketing and trust signals like handwritten mail become even more valuable.

Subscribe for more conversations like this, share the show with a friend who builds relationships for a living, and leave a review if you want more founder deep-dives. What’s one person you should send a handwritten note to this week?

---
Welcome to The Brad Weisman Show, where we dive into the world of real people, real life, and everything in between with your host, Brad Weisman! 🎙️ Join us for candid conversations, laughter, and a fresh take on the real world. Get ready to explore the ups and downs of life with a side of humor. From property to personality, we've got it all covered. Tune in, laugh along, and let's get real! 🏡🌟 #TheBradWeismanShow #RealPeopleRealLife

Credits - The music for my podcast was written and performed by Jeff Miller.

One shot can freeze time and then speed your whole life up. Kris Jenkins, the Villanova guard who buried the legendary 4.7-second buzzer beater to win the 2016 national championship, joins us for a real, behind-the-scenes breakdown of what that moment felt like and why it wasn’t luck. We talk about the game’s momentum swings, the pressure of the last possession, and the instant he knew the ball was going in because the “work was already done.”

From there, we zoom out to the part people forget: what happens after the highlight goes viral. Kris shares how quickly the fame hit, what it’s like waking up to major media attention, and how he kept his friendships and mindset steady when the world suddenly wanted photos and autographs. We also get into a wild layer of the story, facing his brother on the opposite side of the championship game, and how that changes the emotional weight of winning and losing.

Kris also brings his perspective into today’s college sports reality, including NIL (Name, Image, Likeness). We unpack why athletes deserve to be paid, why the system can still go too far without guardrails, and why financial literacy and long-term thinking matter when money shows up early. He shares how he now uses these lessons in public speaking for athletes and organizations, focusing on leadership, dominant teams, finding your role, and meeting your moment. If you’ve ever wondered what clutch really looks like, hit play, then subscribe, share this with a friend, and leave a review with your biggest takeaway.

---
Welcome to The Brad Weisman Show, where we dive into the world of real people, real life, and everything in between with your host, Brad Weisman! 🎙️ Join us for candid conversations, laughter, and a fresh take on the real world. Get ready to explore the ups and downs of life with a side of humor. From property to personality, we've got it all covered. Tune in, laugh along, and let's get real! 🏡🌟 #TheBradWeismanShow #RealPeopleRealLife

Credits - The music for my podcast was written and performed by Jeff Miller.