CTO Hire Leadership Technical Review 
SaaStr
JUNE 23, 2025
If your engineering team, your product team, or your leadership team hasn’t shipped meaningful AI capabilities into production by now, that have led to a material increase in revenue — you don’t have a strategy problem. This requires product leaders who viscerally understand the technology, not just the market opportunity.
Intercom, Inc.
APRIL 22, 2021
That question has been on Will Larson ‘s mind for a long time. For those who don’t know him, Will has over 10 years of experience in the likes of Yahoo, Digg, Uber, and Stripe, and he’s currently the CTO of Calm , the mindfulness app that helps millions of people to lower their stress levels and sleep better. I don’t know.
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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.
SaaStr
JULY 10, 2021
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.
User Pilot
MARCH 7, 2024
I asked DALLE to ‘Give me an image of a tech CEO’. Then I tried regenerating the image to see on which try it would give me a tech CEO of a different gender (or colour). Check out this viral post by Andrew Gazdecki to learn more about what a ‘tech CEO’ is like US Census data from 2022 revealed that only 17% of tech CEOs are female.
Tom Tunguz
OCTOBER 24, 2021
A thanks to [Marsh 00:00:34] for stepping in at the beginning of the month, and a great session with our own Jason Warner and Adrian, the CTO of Zendesk. Lionetti, the CMO at Confluent, and most recently, the CTO from Zendesk, Adrian. Well, let’s transition then to leadership. Excited to be back emceeing.
Intercom, Inc.
DECEMBER 21, 2021
Throughout the year, we’ve talked to business leaders, experts, and pioneers about all kinds of topics: from creating world-class customer experiences to the challenges of running a business during the pandemic, from being an ally and addressing gaps in diversity to building technical leadership careers. Will Larson , CTO of Calm.
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