Aakash Gupta | Substack

Product Growth

Aakash Gupta

The AI PM guy. Helping you land your next job + succeed in your career.

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• #8 in Technology


The most dangerous thing AI does for leaders is work fast.

Matt Wensing has spent months training himself to make Claude slower on purpose. He runs product at customer.io, a company that just crossed $100M in ARR and shipped its first AI agent, so when he told me speed was the trap, I assumed he was overthinking it.

We reach for AI precisely because it is fast. You need a deck by end of day, or a board memo, and forty seconds later there it is. Then I spent an hour watching how Matt actually work…


Two engineers finished in three days what their own company had budgeted at ten engineers and twelve months.

That was a Codex hackathon inside a large enterprise. Thousands of developers, mature engineering culture, a modernization project everyone had scoped as a year of work. Two people and Codex closed it over a weekend.

I co-wrote the …


AI slop code is a serious problem. And as a PM, you don’t want to be contributing to it.

Your real job is knowing which level of shipping your org can actually support. There are at least six.

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Level 1. No code access