Andy Skipper

Andy Skipper

United Kingdom
CTO and Coach, beardy know-it-all and daddy, he/him. Also curates CTO Craft Con and helps level up CTOs at CTO Craft
Dec
08

🍓 Curious Leadership, Context vs Silver Bullets, Updating Tuckman, Golem Effect, Tracking Interruptions, Being Bad at Stuff: TMW #460

Getting AI prototypes to scale is tough - join us on Dec 9th to learn how to survive it
7 min read
Dec
01

🦤 Project Failures, IC Manager Pendulum, Board Meetings, Culture Change, Slowing Development, Articulate Yourself: TMW #459

Getting AI prototypes to scale is tough - join us on Dec 9th to learn how to survive it
8 min read
Nov
24

🥝 Shadow Structures, OKRs as GPS, Culture and Uncertainty, Data Models, Delivery vs Architecture First, Charlie Munger's Inversion: TMW #458

What are the Shadow Structures in your organisation?
7 min read
Nov
17

🫐 Invisible Guns, Crafting Technical Strategy, Stakeholders, Team Temperatures, Better Retros, Flipping Burnout: TMW #457

It's conference time! Fintech CTOs - join us in London
7 min read
Nov
10

🔭 Decision Stack, Fallible Systems, OWASP Updated, High Agency, Team Identities, Gossip, Enabling Constraints: TMW #456

Navigating mental health and business flow?
7 min read
Nov
03

🥯 Team Autonomy, Tech vs Architecture Debt, Negotiating Upwards, Employee Retention, Story Mapping: TMW #455

Legacy systems - what a CFO wants to hear...
7 min read
Oct
27

🍣 Listening Properly, Strategic Prioritisation, Bureaucracy, Code Reviews, Tired High Performers, Tiny Teams, Tech Debt, Infinite Work: TMW #454

Are you a micromanager? Don't panic...
8 min read
Oct
20

🦇 Poor Decisions, Empowerment, Krakens, RTO, Developer Flow, Pair Planning, DevEx, Burnout vs "Just Ship It": TMW #453

Guess what! Great leaders coach their teams...
8 min read
Oct
13

🍓 Distracting Engineers, Stakeholder Management, Canyoning, Docs as Code, Agile vs Architecture, You're Crazy: TMW #452

Free online mini-conference this week - details inside
7 min read
Oct
06

🦙 AI vs Productivity, State of the Union, Beautiful Constraints, Workshops, Strategic DDD, Hard Prioritisation: TMW #451

Do you use OKRs as metrics for individual performance management?
6 min read