Build Your AI Company Operating System

You’ve got agents running. You don’t have a system around them.

Format

Live workshop

With Tim Barker and
Mark Littlewood

PRICE

$2,000

Per Participant

Schedule

Weekly · 4pm UK

Wednesdays, four weeks

Starts

30 September

Doors close at 12 seats

Claude’s doing useful things for you already, drafting, summarising, handling tasks you used to do yourself. But you don’t have visibility into what it’s deciding, no rules it’s required to follow, no way to hand context from one session to the next without starting over. If something goes wrong, there’s no record of what was authorised.

Want to discuss fit before registering? Email mark@businessofsoftware.org


How we solve it

You arrive already holding a working operating system. Bootstrap is prework, not something we build together in the room. Over four weeks, you turn it into something that runs real missions, not a set of documents that sit unused.

SESSION 01

Trust the defaults

Week one confirms what you built and how the system behaves by default: nothing acts without your approval, nothing goes out under your name without a human checking first.

SESSIOn 02

Find the Mission worth running

Week two turns your bootstrap and a workshop pass into the thing worth acting on in your business, and closes by specifying the agent that mission needs.

SESSIOn 03

Run it, start a second one

Week three is running it, and starting a second one.

SESSION 04

Review rhythm for two misssions

Week four is the review rhythm that keeps two missions running at once without you losing track.

You don’t leave with a stack of documents to file away. You leave with two missions already doing something for your business, and the operating system underneath them: a CLAUDE.md that reflects how you actually run the company, and a specified agent or two doing real work inside it.

COHORT SCHEDULE 1

SessionDateTime
1Sep 304pm UK
2Oct 74pm UK
3Oct 144pm UK
4Oct 214pm UK

COHORT SCHEDULE 2

SessionDateTime
1Oct 2811am UK
2Nov 411am UK
3Nov 1111am UK
4Nov 1811am UK

What you get

Four two-hour sessions, one a week, plus a dedicated cohort WhatsApp channel from before session one through 90 days after the programme ends.

You leave with two running missions actively helping you run your business, not a checklist of artifacts. Along the way: a CLAUDE.md that reflects how your business actually works, a specified agent with a clear decision boundary, and a review rhythm you keep using after the cohort ends.

This is for founders and CEOs already using AI tools without a governing system around them. You need Bootstrap complete before session one; if you haven’t run it yet, do that first.


What you’ll need

The setup is straightforward.

  • Claude Desktop
    The interface you’ll use for all workshop sessions and prework.
  • Cowork mode (Claude Pro or Team plan)
    Required for the agent workflow used throughout the workshop.
  • Bootstrap skill complete before Week 1 (provided on enrolment)
    You’ll receive access when you register.

Who’s in the room

Two facilitators, eleven peers, no audience.

Tim Barker
CEO and Co-Founder, Attain IP

Tim Barker has founded five startups and seen the startup journey from every angle. He sold his first company to Salesforce, spent five years in the formative age of cloud computing, taken companies public, and scaled them to several hundred people. Tim is a keen advocate for transparency, eating humble pie, and owning your mistakes. He is also a lifetime learner, which is part of why he felt compelled to ask: “What happens if you’re AI-native from day zero?”

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.


Registration open now

Build Your AI Company Operating System

Four weekly two-hour sessions  ·  Starts 30 September, 4pm UK
Pre-requisite: Bootstrap complete before Week 1

$2,000 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.

Common questions

What’s included in the workshop fee?
Four two-hour sessions, one per week from 30 September, 4pm UK.


What tools do I need before I start?
Claude Desktop, a Claude Pro or Team plan (required for Cowork mode), and to already be using Claude in some capacity in your business. Pre-requisite: Bootstrap complete before Week 1.


How is this different from an AI tools course?
This is not a tools course. It won’t teach you prompting basics or help you choose between platforms. It is about building the operating system underneath your tools, the documented rules, values, decision boundaries, and memory that allow anything you delegate to actually run without you holding it together. There are no paid speaker slots, no frameworks being sold, no sponsor content. The cohort is capped at 12 because peer quality and challenge are part of what you’re paying for, not a marketing tactic.