Tech-debt assessment & rewrite decision tool

I held onto my first product for way too long. It was outdated, clunky, slow... but it was mine. My baby. My big idea. We’d stacked the whole company on top of it. And I kept convincing myself it was “good enough.” Until a client looked me dead in the eye and said: “That’s trash.” That hit harder than I want to admit. But they were right. We rebuilt everything from scratch. Lost months but gained clarity. Sometimes you have to burn a bridge. Just so you stop walking back to it.