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
| Session | Date | Time |
|---|---|---|
| 1 | Aug 18 | 11am UK |
| 2 | Aug 25 | 11am UK |
US-Friendly track (same content)
| Session | Date | Time |
|---|---|---|
| 1 | Aug 20 | 4pm UK |
| 2 | Aug 27 | 4pm UK |
Tools you’ll need
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
Online workshops
Can’t make it? More dates coming up