BoS OS Workshop

Two 120-minute sessions turning a bootstrapped operating system into something you actually use.

You’ve got a first-draft BoS OS, from the Bootstrap or from Introduction to BoS OS. It’s impressive and unused. This fixes that.

You’ll leave with the core elements of a working BoS:

A system that understands the context you work in, and offers real help and support for your thinking and your operations the more you use it. Concretely:

  • A CLAUDE.md that reflects how your business actually runs, not a generic template
  • A first mission, scoped and ready to run
  • Clear next steps to make it work harder every day, on your own

What founders say:

“North Star metric is something I’ve been trying to work out for the last six months… I never boiled it down to something so simple.” – Marvin

“It wouldn’t let me get away with wishy-washy stuff… came up with counter-examples better than any human I’ve had that conversation with.” – Robert, Spotter

“It’s actually done what I wanted it to do, what I was going to ask it to do next week.” – Stephen Kellett

An operating layer that works even when you don’t. – Jonathan Zacks (on the compounding effect)

How it works

Two 120-minute sessions, one week apart.

  • Session 1: a live interrogation of your bootstrap.
  • Between sessions: build your own correction list.
  • Session 2: revise your CLAUDE.md, leave with a next step.

Maximum 12 participants.

Europe track

SessionDateTime
1Aug 1811am UK
2Aug 2511am UK

US-Friendly track (same content)

SessionDateTime
1Aug 204pm UK
2Aug 274pm UK

Tools you’ll need

  • Claude Desktop
    The interface you’ll use for all workshop sessions and prework.
  • Cowork mode (Claude Pro from $20/month)
    Required for the agent workflow used throughout the workshop.
  • Workshop Skill Suite (provided)

Registrations are now open

Two 120-minute sessions turning a bootstrapped operating system into something you actually use.

$500 per participant

The BoS No Quibble Guarantee: if you attend and feel you didn’t get value, we will refund your fee. No questions asked.  Questions about fit? Email Mark.

Facilitated by

Mark Littlewood
Founder, Business of Software

Mark has run Business of Software for 19 years, two annual conferences, more than 400 practitioner talks, and a community of founders building software companies that last. He has spent that time working out what actually separates the businesses that make it from those that don’t. This workshop is built on the same principle as every BoS event: helping entrepreneurs build better businesses alongside other smart people.

Next up

Register now

BoS OS is how founders harness AI to run their company, not as a chatbot, but as a system. See how it works →

These workshops are where you build yours.

BoS OS: Online Workshops

Start here
Introduction to BoS OS
You know AI is becoming critical to run your business, you don’t have the time or knowledge to start. Two 120-minute sessions to get your first system running.
“It’s profoundly transformative, and I’m very excited to be still in the software business at this time.”
Martin Millican
Register now
Go deeper
BoS OS Workshop
You’ve built the basics, let’s work out the next step that will have most impact. Two 120-minute sessions to make it real. Max 12 participants.
“North Star metric is something I’ve been trying to work out for the last six months… I never boiled it down to something so simple.”
Marvin
Register now
Next cohort: 8 September 2026
Be the BoS
Build Your AI Company Operating System
Basics done, now you want to fit your BoS OS to your workflow. You build together with experts and a filtered group of learners. You’re in it together so there’s no room for hangers on. Four-week cohort with Tim Barker and Mark Littlewood. Twelve founders, one operating system each, built live.
“someone actually doing it.”
Register now

Can’t make it? More dates coming up

April 2027
BoS Europe 2027
Get notified