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The Stacking Benjamins Show

Financial Literacy for Kids + Are Annuities Actually Safe? SB1757

The Stacking Benjamins Show

Joe Saul-Sehy and Josh ‘OG’ Bannerman, CFP

Financial Planning, Cfp, Education, Business, Retirement, Personal Finance, Money, Investing

4.42K Ratings

🗓️ 5 November 2025

⏱️ 66 minutes

🧾️ Download transcript

Summary

Here's a question: If everyone's buying annuities right now, does that mean you should too?

Joe Saul-Sehy, OG, and Neighbor Doug tackle that exact question in this week's episode—but first, they're starting with the basics. Because before you can figure out complex financial products, you need to nail the fundamentals. And who better to teach them than Karen Holland, founder of Gifting Sense, who's made it her mission to help kids (and their parents) understand money in ways that actually stick.

Karen breaks down how to teach the next generation about "need vs. want," why middle schoolers need to understand the real cost of "cool," and how financial literacy can be empowering instead of intimidating. Whether you've got kids or just want a refresher on the money basics you wish someone had taught you, this conversation is the reset button you didn't know you needed.

Then things get timely: annuity sales are booming, and everyone's suddenly got an opinion. But are annuities the safe harbor they're marketed as, or just another way to lock up your money with fees you don't understand? Joe and OG cut through the sales pitch to help you figure out when annuities make sense—and when you're better off walking away.

Plus: Doug delivers "life-changing" trivia (his words), there's an iHeart Music Festival giveaway tied to financial literacy, and you'll get your weekly dose of basement wisdom served with laughs.

What You'll Walk Away With:

• Karen Holland's framework for teaching kids financial literacy that actually changes behavior (not just lectures that go in one ear and out the other)

• Why annuity sales are exploding right now—and the questions you MUST ask before signing anything

• The difference between annuities that solve real problems and annuities that just create expensive ones

• Financial habits that work at any age—whether you're teaching a 12-year-old or retraining yourself

• How supporting financial education can score you iHeart Music Festival tickets (because doing good shouldn't be boring)

This Episode Is For You If:

• You want to teach kids about money but don't know where to start (or worry you'll mess it up)

• Someone's pitched you an annuity and you're not sure if it's brilliant or a trap

• You've heard annuities are "safe" but want to understand what you're actually giving up

• You believe financial literacy is a gift worth giving—to your kids, your community, or yourself

• You want money advice that doesn't talk down to you or assume you already know everything

FULL SHOW NOTES: https://stackingbenjamins.com/raising-money-for-financial-literacy-1757

Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.stackingbenjamins.com/201

Enjoy!



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Transcript

Click on a timestamp to play from that location

0:00.0

My God, Dukes are going to corner the entire frozen orange juice market.

0:10.4

Live from Joe's mom's basement, Doug, and this month we're raising money for a great cause, financial literacy.

0:31.1

On today's show, we'll dive into how to lock down the basics of your money with a woman who's teaching young people how to make better

0:38.3

financial choices from Giving Sense Karen Holland. In our headline segment, one investment product

0:44.6

sales are skyrocketing. Should you get into, we'll share the product and why you just might

0:50.4

want to stay away. And don't you worry because I'm also going to swoop in with some of my life-changing

0:58.4

trivia.

0:59.1

I'm swooping, I'm changing lives, and now two guys whose lives change the moment they met

1:05.3

me.

1:06.3

It's Joe and oh, J-JJJJG.

1:10.5

J-J-J-J-G. Joe and oh, Jujid Jujid Jee!

1:18.3

How much did your life change when you met Dogey?

1:20.9

Some people say for the better.

1:26.1

Others, more educated, say not so much for the better.

1:27.2

Hey, everybody.

1:29.8

Welcome to the Mixed Reactions podcast. I for the better. Hey, everybody. Welcome to the mixed reactions podcast.

1:31.3

I am Joe Salcy. Hi.

1:32.0

It is Wednesday and it is such a great day here in mom's basement because we're going to help the Utes of America.

1:40.0

As mom says, the Uts get better.

1:42.7

Straight Uts.

1:44.0

Get better at making great money choices.

1:47.8

Karen Hollins here.

...

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