Skip to main content
thoughtbot thoughtbot
  • We're live Live on Twitch!

    thoughtbot is livestreaming

    Work alongside the thoughtbot team as we collaborate with each other and our clients, live. Ask us anything, we're live right now!

  • Case Studies
  • Blog
  • Let’s Talk
We're live Live on Twitch!

thoughtbot is livestreaming

Work alongside the thoughtbot team as we collaborate with each other and our clients, live. Ask us anything, we're live right now!

Let’s get started!
View all Services
Development
  • Ruby on Rails
  • Hotwire
  • AI and Machine Learning
  • Maintenance
  • Mobile
Design
  • Shaping Sprints
  • UX, UI, and Product Design
  • Design Systems
Product
  • MVP
  • Product Management
  • Accessibility
Team and Processes
  • Team Augmentation
  • Fractional Leadership
View all Services
  • Healthcare
  • Finance
  • Insurance
View all Resources
Development
  • Tech Leadership Resources
  • Open Source
  • Agent Skills
  • Books
  • The Bike Shed Podcast
  • Live Streaming on YouTube
  • Conference Talks
The business of great software
  • Playbook
  • Giant Robots Smashing Into Other Giant Robots Podcast
  • Design Sprint Guide
  • Live Streaming on LinkedIn
View all Resources

Articles by Rob Whittaker

View other authors

  1. Modernising legacy systems in UK banking and financial services

    Software modernisation in banking and finance goes beyond replacing old code. It’s about navigating a risk-averse environment to transform everything from processes to culture. Here’s what we’ve learned about making it all work.

    Bethan Ashley, Rob Whittaker, Sami Birnbaum & Michelle Taute
    November 12, 2026
    • Finance
    • AI
    • Compliance
  2. NWRUG's (Manchester, UK) November 2026 meeting — (Un)learning programming

    Hear Sam Péchèr reflect on starting out as a junior just as the industry shifted to not writing code at NWRUG this month.

    Rob Whittaker
    November 9, 2026
    • Rails
    • Ruby
    • Community
    • Events
  3. NWRUG's (Manchester, UK) October 2026 meeting — It's time to bin your VCR

    Learn about imperfectly better ways to stub your external requests with Rob Whittaker at NWRUG this month.

    Rob Whittaker
    October 2, 2026
    • Rails
    • Ruby
    • Community
    • Events
  4. Retro-driven development

    Twenty-four refactor-from-retro commits in a week. How the management system started refactoring itself.

    Rob Whittaker
    April 28, 2026
    • AI
    • Claude Code
    • Management
    • Gtd
    • Productivity
  5. Seven commands and the communication layer that emerged

    Week three of building a management system with Claude Code. Seventeen commits in one day, a command that lasted 24 hours, and the realisation that commands are conversations.

    Rob Whittaker
    April 23, 2026
    • AI
    • Claude Code
    • Management
    • Gtd
    • Productivity
  6. Sixty-six commits and the commands that didn't survive

    In week two of building a management system with Claude Code, I created fifteen commands in a day. By the end of the week, I’d deleted three of them.

    Rob Whittaker
    April 8, 2026
    • Claude Code
    • AI
    • Artificial Intelligence
    • Management
    • Gtd
    • Productivity
  7. Attending and speaking at Haggis Ruby

    thoughtbot is heading to Haggis Ruby in Glasgow on April 23-24. Come find us.

    Rob Whittaker
    March 31, 2026
    • Events
    • Ruby
  8. I copied a prompt and built a management system in a week

    How I used Claude Code to build a GTD-based management system from a borrowed idea, meeting transcripts, and three days of real work.

    Rob Whittaker
    March 19, 2026
    • Claude Code
    • AI
    • Artificial Intelligence
    • Management
    • Gtd
    • Productivity
  9. What do our workspaces look like? (2026 Edition)

    Come and see some of thoughtbot’s fabulous workspaces.

    Rob Whittaker
    January 29, 2026
    • Fun
    • Remote
    • Studio Culture
    • Work Culture
  10. Our UK Tech Leader Tour

    In addition to our regular tech leader event in London, we’re partnering with local tech leaders to bring the event to Manchester, Bristol, Brighton, and Edinburgh this year.

    Chad Pytel, Rob Whittaker & Maria Filimonova
    January 16, 2026
    • Events
    • London
1 2 3 Next › Last »

Footer

thoughtbot
  • Services
  • Case Studies
  • Resources
  • Let's Talk
  • Our Company
  • Careers
  • Purpose
  • Blog
  • Events
  • Sponsor
  • Store
  • Mastodon
  • Bluesky
  • GitHub
  • YouTube
  • Twitch
  • Feeds
© 2026 thoughtbot, inc.

The design of a robot and thoughtbot are registered trademarks of thoughtbot, inc.

  • US: +1 (877) 9-ROBOTS
  • UK: +44 (0)20 3807 0560
  • Code of Conduct
  • Accessibility Statement
  • Privacy Policy