Tales of Financial Horror (and how we exorcised them) SB1755
The Stacking Benjamins Show
Joe Saul-Sehy and Josh ‘OG’ Bannerman, CFP
4.4 • 2K Ratings
🗓️ 31 October 2025
⏱️ 58 minutes
🧾️ Download transcript
Summary
Pop quiz: What's scarier than a haunted house? Opening your credit card statement after a "just this once" shopping spree turned into a six-month spiral.
Joe Saul-Sehy and Neighbor Doug gather 'round the basement campfire with Doc G (Jordan Grumet from Earn and Invest), Jesse Cramer (Personal Finance for Long Term Investors), and special guest Emily Egashira—AKA Your Friend Em from TikTok and Instagram fame—to share the financial horror stories that still wake them up at night. We're talking ghostly car-leasing nightmares, investment decisions that refuse to stay buried, and the kind of money mistakes that haunt you long after Halloween is over.
But here's the thing about financial horror stories: they're only scary if you don't learn from them. Every tale in this episode comes with the lesson that could've prevented it—the red flag that got ignored, the advice that should've been followed, the moment when "this seems like a bad idea" got drowned out by "but everyone else is doing it."
From impulse purchases that turned into long-term regrets to the financial advice that sounded great... until it didn't, this crew proves that the scariest monsters aren't in the movies. They're in our bank accounts, our retirement plans, and that subscription we forgot to cancel three years ago.
Plus: Doug delivers Halloween trivia with a full-moon twist, because even financial terror deserves a side of fun.
What You'll Walk Away With:
• Real financial horror stories from people who lived to tell the tale (and learn from it)
• The common thread in most money disasters—and how to spot it in your own life
• Why car leases, "great investment opportunities," and "everyone's doing it" should always make you pause
• How to turn your own financial frights into lessons instead of letting them haunt you forever
• The confidence to say "no" when something feels off, even if you can't explain why
This Episode Is For You If:
• You've ever made a money decision you immediately regretted (welcome to the club)
• You want to learn from other people's expensive mistakes instead of repeating them
• You've got a financial skeleton in your closet and need to know you're not the only one
• You appreciate brutal honesty wrapped in humor—because laughing at financial pain is cheaper than therapy
• You're ready to face your money fears instead of hiding from them until tax season
FULL SHOW NOTES: https://stackingbenjamins.com/money-nightmares-wallet-portfolio-credit-1755
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
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| 0:00.0 | Hey kids, how many people you think are dead in that cemetery? |
| 0:04.0 | Not again. |
| 0:05.6 | All of them. |
| 0:10.6 | Live from the basement of the YouTube headquarters, it's the Stacking Benjamin Show. stacking Benjamin's show. |
| 0:32.1 | I'm Joe's mom's neighbor, Doug, and gather around stackers while we share ghoulish tales of financial horror. |
| 0:35.4 | What goes bump in the night in your wallet, |
| 0:37.9 | portfolio, or worse, your credit? |
| 0:40.6 | We've packed a silver bullet for each of them. |
| 0:43.9 | And of course, |
| 0:44.5 | nothing could be darker |
| 0:45.6 | than a dose of incredible |
| 0:47.1 | Halloween-themed trivia. |
| 0:49.7 | And now, a guy who was nearly buried alive |
| 0:53.1 | in debt, it's Joe Saul Cahy. |
| 0:59.0 | That was a horror story, Doug. |
| 1:00.3 | I was super happy that I lived through to be here with all of you today. |
| 1:04.1 | Happy Halloween, everyone. |
| 1:05.6 | Welcome back to the Stacky Benjamin Show. |
| 1:07.2 | I am Joe Saul C. |
| 1:08.1 | Hi. |
| 1:08.5 | And do we have a treat for you? |
| 1:10.1 | This is going to be like the virtual campfire where we sit around and we tell just ghoulish money stories. And maybe we'll even get one from Doug. You think, Doug, do you got a, do you got a ghoulish story? I've just got to figure out which one to pick, Joe. That's going to be my challenge. And they're all about me, I'm sure. Actually, it's not going to be all about me today. We've got a fantastic panel. Let's introduce you to them. First of all, the guy we collaborate with consistently each and every week, just back from Bali so we could make this recording. Doc G from Erdin Invest this year. How are you, Jordan? Oh, I'm doing well, Joe. And I first wanted to compliment you. That is mighty, scary Halloween outfit you have on. Thank you. Are you talking about my face? You're talking about my face. Thank you. It starts already. We've gone three minutes. We don't pull any punches here on the Stack and Benjamin show. Let's see if we can do better if we go north of you. It starts already. We've gone three minutes. We don't pull any punches here on the Stacking Benjamin's show. |
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