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kuchin/awesome-cto

34,929Audience · pm founderComplexity · 1/5MaintainedLicenseSetup · easy

TLDR

A curated reading list for CTOs and aspiring CTOs covering technical leadership, hiring, team management, architecture, and fundraising in startups.

Mindmap

mindmap
  root((awesome-cto))
    What it covers
      CTO role definition
      Hiring and interviews
      Team management
      Development processes
    Technical topics
      Software architecture
      Technical due diligence
      System design
    Leadership skills
      Fundraising and money
      Investor relations
      Executive decisions
    Resource types
      Articles and essays
      Recommended books
      Practitioner insights

Things people build with this

USE CASE 1

Build a reading curriculum for a newly promoted engineering manager stepping into a CTO-track role.

USE CASE 2

Find expert perspectives on hiring senior engineers or restructuring an engineering team.

USE CASE 3

Research technical due diligence frameworks when evaluating a startup's engineering health.

USE CASE 4

Navigate fundraising and financial decisions as a technical founder growing into executive leadership.

Getting it running

Difficulty · easy Time to first run · 5min
Released to the public domain. No attribution required.

In plain English

Awesome CTO is a curated reading list aimed at people who are, aspiring to become, or working closely with Chief Technology Officers, particularly in startups and fast-growing technology companies. The problem it addresses is that the CTO role spans an unusually wide range of responsibilities, technical architecture, hiring and managing engineers, making product decisions, handling finances, and representing technology to investors, and there is no single textbook that covers all of it. This list compiles opinionated, hand-picked links across all those areas. The list is organized into clearly labeled sections covering topics like defining the CTO role and how it differs from VP of Engineering, how to hire and interview engineers effectively, how to manage people and teams, how to run development processes, how to think about software architecture, how to evaluate a startup's technical health during due diligence, and how to think about money and fundraising. Each section contains links to articles, blog posts, and essays from practitioners, including founders of major technology companies, veteran engineering leaders, and investors. The README also includes a section of recommended books for deeper study. This is a reference repository rather than runnable code: it has no primary programming language and is simply a structured Markdown document. You would consult it when stepping into a CTO role for the first time, when navigating a specific challenge like a difficult hiring decision or an architecture review, or when building out a reading curriculum for a senior engineering manager. It is particularly useful for technical founders who are growing into an executive leadership position and need guidance across both the technical and people dimensions of the job.

Copy-paste prompts

Prompt 1
I'm becoming a CTO for the first time at a startup. What are the key areas I should study? Use awesome-cto to suggest a reading plan.
Prompt 2
We're struggling with engineering hiring and retention. What does awesome-cto recommend about interviewing and building teams?
Prompt 3
Help me understand the difference between a CTO and VP of Engineering roles using awesome-cto's framework.
Prompt 4
I need to evaluate our technical architecture and processes. What resources does awesome-cto suggest for architecture reviews?
Prompt 5
We're raising Series A and investors want to understand our technical health. What due diligence frameworks does awesome-cto recommend?
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