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README.md
Awesome CTO
— Hello, my name is Dima and I'm a CTO
> — (chorus) Welcome, Dima
A curated and opinionated list of resources for Chief Technology Officers and VP R&D, with the emphasis on startups and hyper-growth companies.
Contents
* CTO Position
* Hiring
* People management
* Career growth
* Project management
* Handbooks
* Development process
* Architecture
* Technologies
* Data
* Startups
* Due Diligence
* Money / Finance
* Related stuff
* Product
* Marketing
* Books
* More links
CTO Position
The Different CTO Roles - Werner Vogels (Amazon CTO)*
Is it required to be a developer to become a CTO? (Quora)*
* Three Golden Rules to Finding a CTO
* Becoming a CTO
VP Engineering vs CTO - Fred Wilson (Union Square Ventures)*
What makes for a successful CEO and CTO relationship in a startup? (Quora)*
#define CTO - Greg Brockman (Stripe CTO)*
* How my role as CTO has changed as we've grown to 100 engineers
* Your first 90 days as CTO or VP Engineering - Will Larson
* How to spend your first 30 days in a new senior-level role
* The difference between a CTO and a VP Engineering
* Evolution of my role as a founder CTO, Year 4 Update, Year 5 Update - Miguel Carranza
Hiring
The Guerrilla Guide to Interviewing - Joel Spolsky (StackOverflow co-founder)*
* The Joel Test: 12 Steps to Better Code - Joel Spolsky
Why Can't Programmers.. Program? - Jeff Atwood (StackOverflow co-founder)*
* We Hire the Best, Just Like Everyone Else - Jeff Atwood
* Getting the Interview Phone Screen Right - Jeff Atwood
Engineering interview process at Stripe (Quora)*
Improving Our Engineering Interview Process (Foursquare)*
* Hitting the High Notes - Joel Spolsky
Top 10 System Design Interview Questions - (HackerNoon)*
How To Hire World-Class Engineers (angel.co)*
* Trouble hiring senior engineers? It's probably you
* The Real 11 Reasons I Don't Hire You - Charity Majors
* How to Interview at Amazon
* Lessons from Keith Rabois: How to Interview an Executive
* Lessons from Keith Rabois: How to Become a Magnet for Talent
* GitLab Talent Acquisition Framework
* Visualizing Tech Company Layoffs in 2022
People Management
The mythical 10x programmer - Salvatore Sanfilippo (author of Redis)*
* The Engineer/Manager Pendulum - Charity Majors
Maker's Schedule, Manager's Schedule - Paul Graham (Y Combinator)*
* Software Engineering at Google
* Google re:Work
* 44 Engineering Management Lessons (correct link to non-violent communication for lesson 34)
* The Secret To Discussing Pay With Employees
Awesome Leading and Managing (Github)*
* A Review Process - Cap Watkins
* 12 manager readmes from top tech companies
* Predictable Delivery
How people rise up to EVP level in big organizations (Quora)*
* Should I Become a Manager? - Cap Watkins
* How to fail as a new engineering manager
* Design Patterns for Managing Up
* A Tactical Guide to Managing Up
Engineering Management (Github)*
* On-boarding Software Engineers
* Hold Your Team Accountable
* The Manager FAQ
* The Power of Performance Reviews
* Performance reviews are coming up - Gergely Orosz
* Principles of Engineering Management
* Draw The Owl and Other Company Values You Didn’t Know You Should Have
* A MANAGER’S BILL OF RESPONSIBILITIES (AND RIGHTS)
* After Being A Manager, Can I Be Happy As A Cog?
* Increment: Teams
* Hacking team communications
* How to build a startup engineering team
* Hug your manager
* Lessons from Keith Rabois: How to be an Effective Executive
* How Context Switching Sabotages Your Productivity
* 10,000 Hours with Reid Hoffman: What I Learned
* 7 Ways to Set Up a New Hire for Success
* How to get promoted
* Individuals matter
* Mandate Levels
* 10 ideas for building great culture in a distributed (remote) team
* Adapting to Endure / Crisis management - Sequoia
* Mochary Method Curriculum - Matt Mochary
* Meetings for an effective eng organization - Will Larson
* The One Key to Dealing with Senior Executives: Answer the Question!
* Step by step guide to building high performing teams
* Cycle times - Andrew Bosworth
Career growth
* Career Growth Frameworks in Software Engineering: A Review
* Software Engineers Growth framework
Software Engineering Ladders (GitHub)*
Awesome Engineering Ladders (GitHub)*
* Reverse Interview
* The Reverse Interview: How To Choose Your Next Company
* Reverse Interviewing — How to interview a company as well as they interview you
Reverse Interview Questions (GitHub)*
Project management
Evidence Based Scheduling - Joel Spolsky (StackOverflow co-founder)*
* How Big Tech Runs Tech Projects and the Curious Absence of Scrum - Gergely Orosz
* The Secret to a Great Planning Process — Lessons from Airbnb and Eventbrite
* What TPMs Do and What Software Engineers Can Learn From Them - Gergely Orosz
* How to Scope a New Feature
* Measuring an engineering organization - Will Larson
Handbooks
* The Atlassian Team Playbook
* Valve Employee Handbook
* Basecamp Employee Handbook
* GitLab Team Handbook
* How HashiCorp Works
Development process
* Scrum / Agile
* Introduction to Scrum for Managers and Executives
* Writing User Stories, Examples and Templates In Agile Methodologies
* CI / CD
* What are the fundamental principles of continuous integration?
* The Product Managers’ Guide to Continuous Delivery and DevOps
* Git
* Comparing Git workflows
* A successful Git branching model
* Alternative: Trunk Based Development (focused on DevOps and CI/CD)
* Tech debt
* Why You Should Learn to Stop Worrying and Love Technical Debt
* It’s Time to Rethink Technical Debt Management
* Crisis
* How to Write a Postmortem
List of Post-mortems (GitHub)*
Startup Lessons Learned - Five Whys - Eric Ries (creator of the Lean Startup)*
* On Call Rotations: How Best to Wake Devs Up in the Middle of the Night
* Testing in Production, the safe way
* Error handling
* When life gives you lemons, write better error messages
Architecture
* Twelve-Factor App
* Reactive Manifesto
An introduction to distributed systems - Kyle Kingsbury (aphyr, author of Jepsen)*
* Microservices – Please, don’t (also: HackerNews discussion)
* GitHub CTO – Biggest architectural mistake was going full microservice (also: HackerNews discussion)
* The Death of Microservice Madness in 2018
* Shrinking microservices to functions
* Design patterns for microservices
Serverless architecture (Quora)*
* Serverless framework
* Best Practices for Designing a Pragmatic RESTful API
* 10 Modern Software Over-Engineering Mistakes
* How I Write Tests
* Lambda Architecture
Awesome Scalability (GitHub)*
* The Single Most Important Internal Email in the History of Amazon
Build Your Own X (GitHub)*
* Accentuate the negative: making the non-perfect decision. Technical decision making
Technologies
* General
Developer Roadmaps (GitHub)*
Coding Interview University (GitHub)*
* Big-O explained in plain English
* Javascript
* JS: The Right Way
* Frontend developer handbook 2019
* Big scale
What is CAP Theorem? (Quora)*
* CAP Theorem: Revisited
* Security
Awesome Security (GitHub)*
* SaaS CTO Security Checklist
* Search
Open Guide to Search Engineering (GitHub)*
* Cloud
Open Guide to Amazon Web Services (GitHub)*
* Amazon AWS in Plain English
* Microsoft Azure in Plain English
* Google Cloud Services for the AWS expert
* Pricing
Awesome Billing (GitHub)*
Awesome PriceOps (GitHub)*
Data
* NoSQL Databases: a Survey and Decision Guidance
Evolutionary Database Design (Martin Fowler)*
* Database Migrations Done Right
* A reference guide for fintech & small-data engineering
* Building a data team at a mid-stage startup: a short story
* DataOps
* Databases in 2022: A Year in Review
* Data Science
* Building a data science team
* Managing Data Science Teams
* How to Structure a Data Science Team
* Machine Learning
Awesome Machine Learning (GitHub)*
Best resources of everyday ML learning (Quora)*
Machine Learning Crash Course: with TensorFlow APIs (Google)*
* Deep Learning For Coders
Awesome Production Machine Learning (GitHub)*
* Weapons of Math Destruction
Startups
What are the things startups have to get right? (Quora)*
* 85 Things I learned being a CEO
* What’s the Second Job of a Startup CEO?
* Things I will tell my kids if they become entrepreneurs
What do VCs really look for when making investments? (Quora)*
As an employee of a startup, how do you know when to quit? (Quora)*
* Pitch deck collection from VC funded startups
* YC’s Series A Diligence Checklist
* Startup Playbook - Sam Altman
* Y Combinator Startup Class
* Lean Canvas + Miro template
* Open Source Pitch Deck Templates for Figma
List of startups that had successful pivots (GitHub)*
Due Diligence
* Technology Due Diligence Checklist
Technical Due Diligence Questions (GitHub)*
* IT Department Tech Due Diligence Checklist
* A Guide to Surviving Tech Due Diligence
Money / Finance
* Startups
* IPOs and Beyond: A Guide to Exit Options for Companies
What would a CTO equity be for a small startup? (Quora)*
* Options vs Cash
* How To Invest In Startups - Sam Altman
* A Guide to Seed Fundraising
* Startup Economics equity calculator
* Option grants at seed
* Joining the new startup, with a handsome stock option allocation - Gergely Orosz
* Equity 101 for Software Engineers at Big Tech and Startups - Gergely Orosz
* Big companies
* Financial Planning & Analysis @ GitLab
* Framework for balancing and budgeting engineering resourcing
* Negotiate the right deal with suppliers
* Strategic Procurements 10 Commandments for Managing the Buying Process
Related stuff
* Knowledge-Sharing Architects As An Alternative to Coding Architects
* Ten Rules for Negotiating a Job Offer (also: HackerNews discussion)
* Salary Negotiation: Make More Money, Be More Valued
What are best practices of experienced programmers? (Quora)*
* Falsehoods Programmers Believe About Names
2016 European Software Development Salary Survey (O'Reilly)*
DevOps: Bringing development and operations together (Atlassian)*
* How to Prepare a Talk
* Undervalued Software Engineering Skills: Writing Well - Gergely Orosz
* The Pyramid Principle
* Senior Engineer’s Checklist
* How to Use OpenAPI and Swagger for Documentation
Product
* What Makes a Great Product Manager
* If You Don’t Think You Need a VP of Product...
* Red Oceans: How to Find Profitable Startup Ideas
* Product North Star Metric
What distinguishes the Top 1% of product managers from the Top 10%? - (Quora)*
* How to Hire a Product Manager
* The Secrets Of Creative Thinking
* StellarPeers - Product Management Interviews
* Product vs. Feature Teams
* Most Startups Should Be Deer Hunters
* Shape Up: Stop Running in Circles and Ship Work that Matters
* How to Write Your First Strategic Roadmap
* Execution at Facebook
* 8 Product Hurdles Every Founder Must Clear
* The Top 10 Deliverables of Product Managers
* Product Manager Career Ladders - Lenny Rachitsky
Awesome Product Management (GitHub)*
Awesome Product Manager (GitHub)*
Marketing
* Developer Marketing Guide
* Top Resources for Startup Marketing and PR
* SaaS Email Marketing Handbook
* How today's fastest growing B2B businesses found their first ten customers
Books
* Epic CTO Reading List
* The Mythical Man-Month
* Startup CTO's Handbook
More links
Awesome Falsehood (GitHub)*
Engineering blogs (GitHub)*
Awesome Awesomeness (GitHub)*
Awesome.re (GitHub)*
Chief Technology Officer vs Coder Thinker Organizer (GitHub)*
* Senior Software Engineer
* Socal CTO
Curated list of CTO resources (GitHub)*
Awesome CTO Resources (GitHub)*
* Free Tools for Developers
* NfX - The Founder Library
* foundr - Advices from founders
* The Leadership Library for Engineers
* Rands Leadership Slack
* Engineering Managers Slack
* CTO Framework
* CTO Insights Podcast
Other
- Awesome CEO (GitHub)
- Awesome TPM (GitHub)
License
