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In their defence, I can see "no direct reports" perhaps referring more to the line managerial side than code responsibility.

However a few things stood out in this to me.

> So pushing new ideas is quite important because they require intentional, sustained effort. Between org structure, roadmap incentives, and limited risk budget, few engineers can take months to pursue ambiguous bets.

That's exactly the kind of thing a CTO should be fixing.

> A recent example: we kept talking about building an AI chat product for our customers. It was clearly valuable, but it felt like a daunting task, and no one on the team had the time and headspace to take it on given their existing commitments.

Why? It's one of the hottest tech trends. If you've got nobody who would jump on this given you're an AI company, did they have valid technical reservations?

If nobody had the space, why? You're a C-suite exec, saying something is clearly valuable, why can't you get someone to work on it for a few days?

This post is a job ad, but it screams of a disfunctional company to me. Why can't your other devs do this? Why do they not have the time or headspace? Why do they not have the safety of taking on ambiguous bets that the company itself thinks are sensible?

> Last month, we had a million dollar per year customer that came to us with a burning need: they needed full data redaction on one of our integrations for compliance reasons. Our team had considered potentially having the customer build their own integration on top of our API in order to get around this requirement, and scoping it out properly would have required many meetings across product, legal, and engineering. I built and shipped a working version in a day

There are two possible explanations (outside of "it's a lie"):

1. Your team has valid reasons that data redaction for compliance reasons isn't the sort of thing you should slap together in a day

2. You have massive customer need for features that take a day to ship and your company is so fucked it'll turn them into multi-departmental nightmare meetings for absolutely no reason

> We’re building AI-powered tools to transform customer support, and we need technical folks who aren’t afraid to get their hands dirty. If this sounds like your kind of environment, check out our open roles.

No thanks. Sounds like being CTO could be fun, coding-wise, and being a grunt elsewhere without the headspace or time to take on valuable tasks sounds pretty awful.

Broadly it sounds like someone else is the CTO and John gets the title because he's a cofounder and coding. But he's a software engineer. That's cool, enjoy that, you don't need to want to do larger scale strategy or anything else. But someone should do that job.



> If nobody had the space, why? You're a C-suite exec, saying something is clearly valuable, why can't you get someone to work on it for a few days?

As a leader, especially a CxO, the most important job they have is the allocation of resources. It was clearly NOT valuable if they couldn't apply any developer time towards it.


Exactly. The best reading is that they wasted their own time on it. The worst case is that a simple clearly valuable thing is something the company is incapable of doing. Both are dysfunctional.




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