The Biggest Losses We All Took Last Year!! (#85)

In this episode of Deal Champs, Stratton, Jason, and Dean are getting real about the biggest losses we took last year. You know, the stuff no one wants to talk about but everyone can learn from. From deals that went south to moments where we questioned everything, we’re pulling back the curtain on the challenges that come with the hustle.

We’ll dive into what went wrong, how we bounced back, and the lessons that have completely reshaped how we approach our business. It’s not just about the wins—it’s about how you handle the losses that really define your journey. If you’ve ever faced setbacks and wondered how to keep moving forward, this episode is for you.

So buckle up for some honest stories, hard-earned insights, and a few laughs along the way. Let’s turn last year’s losses into this year’s wins. Don’t miss it!

00:00:14 Host Introductions
00:03:15 Why Are We Doing All This?
00:06:30 Best Deal We've Ever Done (Dean)
00:10:30 The Two Things That Wipe Out Most Businesses
00:12:50 Crazy Deal Took Too Long to Close, Tragedy Ensues
00:14:45 Best Deals and Investments This Year (Stratton)
00:16:00 Go to Events and Forge Relationships
00:17:32 Worst Investment of the Year (Jason)
00:20:00 Worst Investment of the Year (Dean)
00:23:30 "It's better to do no deal than a bad deal."
00:26:50 Worst Investment of the Year (Stratton)
00:28:00 Volume: Flips vs Wholetails vs Wholesale
00:29:20 Biggest Personal Loss of the Year
00:37:45 Stocisism and Business
00:44:30 Coolest Moment of the Year
00:49:10 Best Life Hack of the Year
00:56:30 Frame Breaking Person of the Year
01:00:40 Favorite Guest on the Pod
01:01:10 Biggest Thing Plan on Changing