Your Codebase Doesn't Need AI. It Needs Context.

Every hackathon has the same 90-second moment of dread: someone hands you a codebase you've never seen, and you have to make sense of it before the clock runs out. File trees don't help. grep doesn't help. You waste the first 30–60 minutes reading the wrong files, missing a hidden dependency, and stepping straight into a production trap nobody warned you about. In other words: before writing code, you spend half your time trying to figure out where the hell the code is. The idea wasn't "AI that writes your code." It was "AI that tells you where to look before you write it." For InnovaHack Chapter-1, my team built Waypoint — a dev onboarding platform. Point it at any GitHub repo or a local folder, describe a task like "Add a new global configuration flag to app.set()", and instead of you reading the whole codebase to figure out where that even goes, it hands you a Mission Brief : exactly which files you'll touch, the traps waiting in them, what to learn first, and the order to do it in. Waypoint made the Top 50 — one of the 50 chosen to advance to Round 2. Here's how it actually works under the hood, what it took to build, what's next for it — and since I don't believe in only posting the highlight reel, what happened after we placed that made us walk away from the next round. The problem: the cold-start tax Every time a developer joins a new codebase, or picks up an unfamiliar task in one they already know, there's a tax paid in wrong files read, missed dependencies, and traps hit blind. For me, that moment came when I wanted to contribute to Forem — the open-source project that actually powers DEV. I didn't know a line of Ruby on Rails, and between learning the language, understanding the framework, and preparing for interviews, I didn't have the time to read an entire unfamiliar codebase just to figure out where one feature belonged. I never ended up making that contribution. But the problem stuck with me. It's also a pattern for our team more broadly: we delibera