New Financial App Helps You Track Regrets in Real Time
Connor Descend
Mockitor of Smug Advice
Advice Columnist
If you’ve ever spent $47 on brunch and wondered if that’s why you still rent, you’re not alone.
Enter Regrētt™ — the new personal finance app that doesn’t just track your spending. It tracks your shame.

Unlike traditional budgeting tools, Regrētt™ doesn’t sort expenses by category. It sorts them by consequence. Users receive weekly reports on:
- Financial Self-Sabotage
- Unforced Lifestyle Flexes
- Ex Purchases
- Mood-Based Debits
- “Imaginary Abundance Mindset” Decisions
The app uses emotional AI to assess how you felt during each transaction, then ranks them on a Shame Index from “minor embarrassment” to “definitely don’t tell your therapist.”
“We’re not anti-spending,” said Regrētt™ co-founder Cal Thomas. “We’re just pro-awareness. Some people track calories. We track vibes and disappointment.”
The app also auto-flags purchases like:
- Subscription overlap (Hulu + Max + Apple TV “for one show each”)
- Post-breakup Uber Eats surges
- Gym memberships after one Reel
- Anything from Goop
Critics say it’s a form of digital masochism. Fans call it healing with data.
Connor Descend reviewed the app in full: “Regrētt™ does what banks never could — confronts you with your emotional patterns in Helvetica Neue. Finally, I can see exactly how much money I spent trying to impress someone who ‘wasn’t looking for anything serious.’”
The company’s roadmap includes integrations with Venmo, Klarna, and Yelp, allowing users to connect emotional impulse with peer-reviewed regret.