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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 291
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30+ Tough Learnings from Losing a Top Customer

SaaStr

Indeed this was also my #1 mistake and the #1 I see from so many startups learning to go upmarket. 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.

CTO Hire 325
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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.

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What’s New at ZoomInfo with CEO Henry Schuck

SaaStr

The real conflict is around trying to serve both sets of messaging and marketing at the same time since how you market to SMBs is very different than Enterprise customers. So, that’s where the battle happens of going to market for Enterprise customers without neglecting SMBs. ’ If I can do that without a person.

New CTO 311
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Dharmesh Shah of HubSpot: From Day 0 to IPO. What Went to Plan. What Most Certainly Didn’t (Video, Podcast + Transcript)

SaaStr

Co-founder and CTO Dharmesh Shah shared with us how they got there — and the top mistakes they made — just 3 quarters after their IPO. We have someone that probably 98 percent of you know virtually or socially in some sense, Dharmesh Shah, founder and CTO of HubSpot. But of course, it wasn’t always quite that big!

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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.

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GTM 134: When to Hire Your First Sales Reps (And How to Get It Right) with Joe DiMento

Sales Hacker

Before that, he was the first non-founder seller at three startups, turning early traction into a repeatable sales motion. If you missed GTM 134, check it out here: Build your AI Outbound Machine with ChatGPT | Jordan Crawford Highlights: 05:03 When to hire your first sales reps. 31:55 Hiring for grit, curiosity & determination.