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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 298
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Be Careful Hiring “Dualies” — Folks That Are a VP of More Than One Thing

SaaStr

Anyhow the one thing I learned, beyond getting help screening and hiring for these positions from domain experts, is to look for Flags. For signs the prospective hire just won’t work out, no matter how strong they might look on paper. Why join a start-up? Well reason #1 is personal and career advancement. Architects.

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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 246
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Quality of Life: What Does It Mean For A Start-Up?

SaaStr

In my first start-up as a founder, I had a great CTO and VPE and a pretty darn good VP Ops from the very beginning. Second, hire the best management team you can as early as you can. But don’t wait a moment after that to hire the best senior help you can. If you haven’t experienced this yet, you don’t know.

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The Playbook to Hiring Your First VP of Sales and Not Screwing it Up…….with Cassidy Ventures Founder Brendon Cassidy (Video + Transcript)

SaaStr

Brendon introduces his playbook to hiring the first VP of Sales from his experiences as VP of Sales at LinkedIn, EchoSign, Talkdesk and more. Learn the dos and don’ts to make the correct hire the first time and not rush into hiring the wrong VP of Sales, which can cost the company months or even years. Roughly 90%.

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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 328
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CEOs of Zapier, Walkme and Dialpad: How to Build Your First Management Team (Video + Transcript)

SaaStr

Which role should you hire for first? For starters, your first hire should be someone who can complement your skills, someone who is strong in areas where you’re weak, but it goes much deeper than that. I am guessing it’s probably the hardest problem to solve, hiring a job, let alone at this level. And for good reason.