CIO

also referred to as: cios

4 statements across 4 episodes · 1 bullish · 1 bearish · 4 people on the record · first statement Jan 4, 2024 by Oliver Jay · across every show →

Everything said about CIO, oldest first

Jan 4, 2024 positive
Insight
Atlassian had a much shorter route to CIOs than Asana did
“The edge that they had was eventually the route to the CIO, the CTO to then just, all right, let's just Deploy this across the whole organization. That path is very short. Whereas for many PLG companies like us on the distance was really long.”
Oliver Jay Jan 4, 2024 ▶ 1:03:10 The new PLG playbook | Arming the next generation of product-led companies | Oliver Jay (Asana)
Feb 29, 2024 neutral
Insight
Habib: Writer qualifies out enterprise prospects with weak champions, even CIOs
“And so our team is really good at politely declining to engage, right? Not just because the use case doesn't fit or it's not ICP, but we qualify the champion out, even if it's a CIO.”
May Habib Feb 29, 2024 ▶ 20:18 Scaling and selling AI products for enterprise | May Habib (Co-founder and CEO of Writer)
Jun 6, 2024 neutral
Insight
Schillace: Enterprise software de-emphasizes UX once it clears the CIO's checklist
“There's less of an emphasis on end user experience, I think in the enterprise space, because once you're kind of over the line where the CIO says, okay, that's on the checklist of things that your software does, anything above that doesn't really matter very m…”
Sam Schillace Jun 6, 2024 ▶ 25:51 Developing technical taste: A guide for next-gen engineers | Sam Schillace (Microsoft, Google Docs)
Oct 23, 2025 negative
Insight
Stauch: Enterprise IT sales require top-down executive mandates over bottoms-up adoption
“There has to be top-down alignment. That's what we found, is that there has to be alignment from senior leaders that this has to be done. Because as you get into larger organizations, the actual folks doing the implementation, it can be a very large team. And …”
Jake Stauch Oct 23, 2025 ▶ 36:09 Go hard early: How lessons from Verkada shaped this AI-native IT platform | Jake Stauch (Serval)
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