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New CTO Starter Pack
Curated collection of essential insights and frameworks for CTOs in their first 90 days, organized in recommended reading order.
•6 min read•
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CTO
Explore all content tagged with "CTO" across insights, frameworks, and resources.
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All CTO
insights
CTO priorities and CTO tools: a ruthless, outcome-based operating system
CTO priorities and CTO tools: a ruthless, outcome-based operating system
•11 min read•
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frameworks
Time management methodologies for CTOs: a working model that survives incidents
Time management methodologies for CTOs: a working model that survives incidents
•11 min read•
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insights
Should you still be writing code as a CTO? Yes, but not the way you think
In 2025, 99 percent of CTOs say technical debt is a risk, and they’re right. The longer it sits, the harder it gets to fix, and the more it drags teams down.
•13 min read•
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insights
Are You the Best Engineer in the Room? A CTO’s Guide to Not Becoming the Bottleneck
In a 90 day hiring sprint, one semiconductor company added 60 plus engineers and scaled recruiters from 1 to 9, then back down again.
•11 min read•
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insights
The 12 Hard Truths About Being a Leader (From a CTO Who Learned Them the Hard Way)
In tech and media, annual turnover runs at 12.9% versus 10.6% across industries. And 79% of people who quit say they left because of a lack of leadership, not a lack of perks.
•11 min read•
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insights
AI by Default Means Platform by Necessity: The New CTO Stack (GPUs, Vectors, and Governance)
Teams are transitioning from “trying AI” to running AI as a first-class production workload: building shared AI platforms, optimizing GPU utilization, embedding vector search into core data systems,...
•3 min read•
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guides
CTO Rating Framework Guide: A CTO skills assessment you can turn into a 90-day plan
CTO Rating Framework Guide: CTO skills assessment for Series A and early Series B
•12 min read•
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insights
5 Things I’d Stop Doing Immediately as a New CTO
In your first 90 days, it’s easy to burn weeks on work that feels responsible but quietly slows the company down.
•12 min read•
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insights
How I run a 1:1 with engineers that actually works
In a 50 person engineering org, a CTO with 8 direct reports can spend 4 hours a week in 1:1s. That is 200 hours a year per report if you meet weekly for 30 minutes.
•13 min read•
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insights
Ward Cunningham’s Technical Debt: The Quadrant Model CTOs Can Actually Run
Ward Cunningham technical debt and the quadrant model
•11 min read•
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insights
TOGAF and ArchiMate for CTOs: Use Them as Decision Tools, Not Paperwork
TOGAF and ArchiMate for CTOs: Use Them as Decision Tools, Not Paperwork
•12 min read•
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insights
Tech Stock Shakeouts: What CTOs Should Do When Markets Punish Software Multiples
Key Takeaways: Treat a tech-led selloff as a budget and risk reset, not a morale event. Reprice projects in weeks, not quarters.
•9 min read•
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