I spent about a decade in corporate finance, then moved into startups — and suddenly I was seeing how many big and small decisions get made every day. Lots of debates, strong opinions, and honestly… plenty of bad calls. That’s when I got a bit obsessed with how people actually make real decisions. What I noticed is kind of funny — people will consult astrology, tarot cards, even fortune cookies. Or ask AI, friends, whoever’s around. And most “decision apps”? They’re basically spinner wheels. Millions of downloads, but it’s randomness dressed up as insight — fine for “what’s for dinner,” not for anything that actually matters. I didn’t see anything that felt practical — something grounded, something you could actually learn from over time. Something that’s been studied, but also lets you track how your daily decisions play out and how they make you feel. So I built Shadow OS. You bring a real decision — job, relationship, money, whatever — and it gives you a clear stance: move forward, hold, or pull back. Then it calls out the pattern most likely to trip you up, so you’re not just guessing — you’re actually seeing what’s going on underneath. It works across five areas: Career, Love, Energy, Conflict, and Timing. I know this is an unusual product, but I’m curious to see how the you react.

Shadow OS

The first decision-making app built on 64 archetypes

The first decision-making app built on 64 archetypes