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When we launched our B2B SaaS, we were bootstrapped and desperate for revenue. So when a massive 1,000-person enterprise reached out and offered us a $5,000/month contract in our third month, we felt like we had won the lottery.
But there was a catch: they would only sign if we built specific features for them. They needed a custom compliance module, a specific integration with their legacy database, and white-labeling. We agreed, thinking the money would fund the rest of our growth.
For the next six months, we essentially became their outsourced dev agency.
We paused all marketing and sales.
We ignored our smaller SMB customers (who started churning).
We dedicated 90% of our engineering time to building features that only one company in the world cared about.
We set up an autonomous research agent to summarize competitor releases once a day, assuming it would take a few quick API calls. Turns out it got stuck in a recursive loop trying to parse a broken pagination script, running thousands of queries in the background before we caught it on the billing dashboard.
what is your story of an agent task getting way more expensive than you planned?
I started timing every interruption I labeled a "quick question." Slack messages, DMs, taps on the shoulder.
The average was 11 minutes. The longest was 40. Most of them required context I had to rebuild from scratch because I had been in the middle of something else.
sharing weekly progress and feature roadmaps on public forums creates incredible community excitement and gives us early validation before writing complex code. however, last month a larger competitor built a toned down version of a feature we teased publicly weeks before our own release was ready for beta testing.
how do you balance the momentum of building in public with protecting unique feature concepts until they are fully polished?
I used to describe a feature and let the agent build immediately. It felt fast. It wasn't. The architecture got decided implicitly by whatever the agent tried first.
When that first approach was wrong, everything built on top of it was wrong too.