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I Over-Prepared for My First AI Project. Then Everything ...
Mohanragul · 2026-05-13 · via DEV Community

I had everything ready before I wrote a single line of code.

Detailed prompts. System design notes. Tech stack decisions. Workflow docs. Days of prep so that when I finally sat down to build, nothing would slow me down.

Then I started building. Almost all of it fell apart.


Day 1 — The Plan Collapsed

The prompts I'd crafted didn't produce what I expected. Outputs were inconsistent. I spent hours refining — restructuring, rewording, testing, getting slightly better results, then slightly worse ones.

Then it hit me: I wasn't building. I was still preparing — just in a different form.

So I made the only call that actually moved things forward: stop chasing the perfect setup. Build something functional instead.

Obvious in hindsight. Not obvious at hour four of testing prompts that were close but never quite right.


Day 2 — The Day It Actually Worked

Instead of jumping into code, I used AI as a thinking partner first — filling gaps, stress-testing my understanding. Not generating outputs. Just actually understanding the problem.

Then I started coding.

By end of day, I'd built and deployed AI Resume Tailor — a web app that analyzes your resume against a job description, returns a match score, and generates an AI-tailored version. Flask backend, React frontend, Gemini Flash API for the processing.

GitHub Live app

What clicked for me: theory alone didn't make the prep make sense. Building with it did.

One real bottleneck — I hit my AI usage limit mid-build. Forced pause I didn't want. It also exposed something I'd been ignoring: my workflow has no clean fallback when AI-assisted momentum cuts off. Filed that under "things to fix."


Day 3 — The Day That Fought Back

I accidentally deleted an important AI conversation. Concept explanations I'd been building on — the kind of context that's annoying to reconstruct.

I sat with that frustration. Then I redid it.

Not gracefully. But I redid it, kept working through the concepts I needed for the next project, and that night started fast.ai's Deep Learning for Coders — Lesson 1 done.

Small move. Deliberate one.


The Pattern I Noticed

Three days isn't a lot of data. But it was enough.

I move fast. I rely heavily on structured AI workflows. I sometimes overprepare before testing whether the foundation is even solid. And I lose momentum to small things — no backup for important conversations, no plan for usage limits.

I haven't fixed any of it yet. But I've noticed it. And noticing a pattern before you have a solution means you'll recognize it faster next time.

Three messy days still shipped something real.


Have you ever prepared so hard for something that the preparation became the obstacle? How did you break out of it? Drop it in the comments 👇