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Dear SaaStr: What Makes a Bad CTO?

SaaStr

Dear SaaStr: What Makes a Bad CTO? While there is no legal definition for CTO or bright line between CTO and VPE, I’d suggest a start-up CTO really only has to do a few things — which are very hard: Assemble a small team (3–9) of very good engineers. A “bad” CTO doesn’t care about growing very, very quickly.

CTO Hire 231
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The Irreplaceable But Toxic Employee

SaaStr

The best we made our CTO. But what if our CTO gets hit by a bus? They feed on each other, hire other toxic people, and turn the company against the mission and each other. Once in a while, the toxic but critical employee does mature out of it in time. By definition, these folks are hyper-smart. Well he was toxic.

CTO Hire 221
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Accelerating Crafty's Launch Using AI Models

Crafty CTO

So once I made the decision to move ahead on the launch of Crafty CTO , I wanted to get on with it. Then came the decision to launch Crafty CTO and suddenly I had a burning need for art, starting with a logo. Firefly fans: definitely a reaver ship, right?) With words! Could an art model produce an acceptably good logo?

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30+ Tough Learnings from Losing a Top Customer

SaaStr

You have to be careful to pair that with someone strong to manage the relationship, that has more time and that also can be trusted. As a founder, you’ll just run out of time to properly manage key customers and partners yourself. Hire that person, and make sure they are someone the top customers can really trust and count on.

CTO Hire 277
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Transparent Optimism

Casey Accidental

I was able to hire a strong team, and we got to work, 100xing the size of our customer base over four years. As part of this process, a lot of what I tried to do was reduce distractions for the team. We were definitely winning, after all. Many companies would not even let me write a blog like this while working there.

CTO Hire 125
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Moxie on Murder

Crafty CTO

A Murder at the End of the World grew on me over the course of the season, and by seasons end it had reached “definitely watch” status. Maybe Moxie’s advisory contract had run out by then, or maybe they had a mini-GOT-gotta-finish-this-somehow brain cramp.

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Intercom’s Rich Archbold on how to run less software

Intercom, Inc.

Some of the things we talked about were operational overhead and cost of various data stores we were running, along with whether or not we needed to hire dedicated database administrators for various different technologies. Ciaran, our CTO , came up with this magical line. That’s definitely how we move fast.