Aashish Jagini

WRITING · NOTES FROM THE WORK

What I'm writing about.

Essays on PM craft, the AI tooling I actually use, and the small systems I build for myself — published when there's something worth your time, not on a schedule.


Jul 16 I Built a PM Operating System in One Afternoon

Managing 30–50 things across five product areas without the fragmentation tax — an AI-assisted operating layer that separates PM actions from team deliverables.

Jul 14 My AI Bot Kept Telling People to Go Away

Finding the bug was easy. Proving I'd fixed it nearly fooled me — a lesson in trusting decision-time logs over replay.

Jul 10 The $22-a-Month Sentiment Pipeline

Adding LLM-powered quality measurement to an AI product — as a single SQL column, with no ML infrastructure — plus the taxonomy disaster in the middle.

Jul 2 Your AI Metric Is Meaningless Without a Benchmark

The same numbers can read as 'behind' or 'three years ahead' depending entirely on the yardstick — and sourcing the yardstick is the real work.

Jun 24 Separate Measurement From Interpretation

The cleanest dashboards give numbers one home and meaning another — evidence and narrative should connect, not compete.

Jun 16 The Best Infrastructure Is No Infrastructure

I inherited a status page that lied through every outage. I fixed it by deleting the whole pipeline and replacing it with one config entry.

Jun 8 Your AI Doesn't Need a Data Dump — It Needs the Right Queries

Rewiring a weekly report from a manual CSV export to targeted live queries made it faster, fully automated, and far more reliable.

May 28 The Most Expensive Line of Code Is a Hardcoded Path

A colleague's internal tool ran fine on his machine and crashed for everyone else. The cause — and the one-line habit that prevents it.

May 20 Stop Re-Explaining Yourself to Your AI — Write It a Rule

If you keep giving your assistant the same feedback, that's a missing rule, not a one-off. Also: why 'short' and 'clear' aren't the same goal.

May 12 Exec Feedback Is a Symptom, Not a Spec

A senior leader kept reacting to a system without giving requirements. The job wasn't to guess what they wanted — it was to translate 'this feels off' into a concrete, shrinking decision.

Apr 29 I Built a Second Brain That Actually Talks Back

A self-hosted personal AI memory server, $0/month, that every AI tool I use can search.