CTO Hire Engineering New CTO Scaling 
SaaStr
OCTOBER 29, 2021
Some leaders like Slack have seen the same, but most Cloud leaders at scale with high NRR end up getting more and more of their revenue from their existing base, not new customers. Use overages to renegotiate contracts, not charge per event. They’re growing even faster at scale. More on that here.
SaaStr
MAY 3, 2021
In the past, we’ve touched on several different ideas to help you scale, to do Even Better: Imagine capital doesn’t matter. A new edition, new services, an outbound sales team, an account management / upsell team. A new edition, new services, an outbound sales team, an account management / upsell team.
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SaaStr
NOVEMBER 29, 2020
They’ll revolt when you make a senior or mid-level hire that as a group, they simply cannot suffer one day longer. It’s happened to me, and I think for whatever my faults, I have a pretty high EQ and am a half-decent manager. The three times it happened to me: A very senior engineer that we just HAD to have.
SaaStr
MARCH 7, 2021
These are all full-time jobs by $1m ARR. Fixing it yourself becomes the biggest time sink and excuse for not hiring there is. You end up spending all your time backfilling roles you should have hired. And even worse, you often sort of give up trying to make the hire. Get on a jet, at least twice a quarter.
User Pilot
JULY 27, 2023
Before hiring, assess your current needs and hire as your company grows. Engineering Manager: In charge of planning, designing, and overseeing projects. They also manage finances and supervise one or more engineering teams. Much of the success here depends on how competent and motivated the CTO and their team is.
Intercom, Inc.
AUGUST 15, 2018
On day one as Reddit’s new VP of Engineering, Nick Caldwell faced a dilemma. He had just spent 13 years at Microsoft, most recently as the head of 300 engineers. At Reddit, he led a team of 35 – none of whom knew how to manage other engineers. Building trust can be tough when you’re a new hire in a leadership position.
Intercom, Inc.
FEBRUARY 22, 2022
As we scale, we’re working with larger mid-market and enterprise customers with more complex needs and specifications. Hiring and cultivating incredible talent on our Information Security team. The overlap and synergies between these teams means we can use automation to efficiently solve problems at scale while remaining lean. .
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