What Are YOU Worried About Financially? (LIVE From FinCon 2025) SB1737

The Stacking Benjamins Show

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

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

4.4 • 2K Ratings

🗓️ 19 September 2025

⏱️ 65 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

What happens when you throw a bunch of money nerds into one room, add microphones, and sprinkle in a little economic chaos? You get this live recording from FinCon in Portland, where Joe Saul-Sehy, Paula Pant, Jesse Cramer, and Matthew Tarr tackle today’s most pressing financial questions head-on—with plenty of laughs along the way. From housing headaches to healthcare hurdles, nothing is off the table as the crew breaks down the issues shaping your money right now.

Housing prices got you wondering if you should rent, buy, or just live in your car with an Amazon Prime subscription? We dig into the real trade-offs in today’s market. Worried about a looming recession or high-interest rates eating away at your financial confidence? You’ll walk away with strategies that keep you focused and resilient when headlines try to spook you. And for those plotting an early retirement, the group pulls apart the rising cost of healthcare and why conservative investment strategies may be your best friend.

At its core, this episode is about tuning out the noise and zeroing in on what matters: a solid plan, smart decisions, and a community of people who know that money is just the tool—not the destination. Whether you’re trying to hit FI, weather market storms, or simply avoid panic-selling your investments, this conversation from the heart of FinCon will leave you with perspective, strategy, and maybe even a grin.

Why renting vs. buying isn’t a one-size-fits-all answer (and what today’s market means for you)
How to prepare for recession chatter without losing sleep
The ripple effect of high-interest rates on your wallet and investments
Smart approaches to healthcare planning in early retirement
Practical strategies for building a strong investment plan that outlasts market swings
Reflections on community, optimism, and financial resilience from the FinCon floor

Points to Chew On:

Would you rather own a house in this market—or rent and keep flexibility?
How do you personally prepare for recession fears without derailing your long-term plan?
If healthcare costs keep climbing, how will that affect your retirement timing or strategy?

FULL SHOW NOTES: https://stackingbenjamins.com/live-from-fincon-2025-173

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.
0:10.3	Live from Portland, Oregon, it it's that magical time when money nerds from around the country crawl out of their spreadsheets together at FinCon.
0:33.7	That's right, an entire convention of people who think compound interest is cocktail party small talk.
0:40.0	It's the kind of gathering that makes an actuarial convention look like a warehouse rave at 3 a.m.
0:46.2	Today, we're taking you straight to the floor of the biggest money creator conference in the land.
0:52.1	What's keeping your favorite money experts audiences up at night,
0:56.2	housing, interest rates, the R word, yeah, recession, and a few more curveballs you'll want to hear.
1:03.4	More importantly, we'll share what real people, like you stacker, can actually do about it.
1:09.1	So as mom upstairs always says, quit staring at the hot water heater and hit the button.
1:15.0	Let's take you now to Portland and Joe Saul-Sehi.
1:22.8	Hey there, Stackers.
1:24.0	I am Joe Saul-C-Hi and welcome back to a very special episode of the Stacky
1:28.3	Benjamin Show. We're so happy that you're here and I'm super happy these people are here.
1:33.4	Let's meet the crew. The woman who normally is way over Manhattan is now sitting on my right.
1:40.3	Pull-a-pants here. I am so excited to be here in person. Things are always so much more
1:44.5	fun face to face in the flesh. It 100% is. Like that's what I love about conferences. And it's
1:50.9	also Jesse Kramer, who's also here normally in Rochester, New York, where I think the snowmelt
1:55.9	is finally gone that it's September starting to get into fall now that second winter has finished.
2:01.8	That's right. We can now see last year's dead leaves on the ground because the snow is
2:05.7	melted just in time for this year's leaves to fall and add to the ever-growing pile. I don't know
2:11.3	if people know that. Upstate New York is under 14 feet of dead leaves right now. It's the real
2:16.8	calamity in America. Yes. Nobody's talking about it. Nobody is talking about it. I think it's a conspiracy, Jesse. Some say, I almost called you Doug. Oh, what are you doing? Gosh, the insult. We left him at home for a reason, dude. What are you doing? He's in Portland, Maine right now, by himself.
	...

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