The BoS OS

Most tools hand you a blank box and ask you to fill it in. The BoS OS interviews you instead, pushing back until your thinking is sharp enough to act on.

Most tools hand you a blank box and ask you to fill it in. The BoS OS works differently. It interviews you.

Every input goes through a structured conversation that pushes back on your first answer. If you call something a constraint, it asks whether that’s a preference instead. If you bring a tactical fix, it asks whether the problem underneath is bigger than the fix you reached for. The goal isn’t to slow you down. A good question produces a sharper answer than a form ever will.

A template lets you check a box with what you already knew. An interview surfaces what you hadn’t worked out yet. That is usually the part that matters.

What is BoS OS?How It WorksWorkshopsFind Your Starting Point
Start Here Ask Us Anything

What is the BoS OS?

BoS OS is a tool to run your business better. Technically, it’s a folder of files that sits on your computer, or in your cloud drive: your strategy, the decisions you’ve made and why, what’s off-limits, how your team works. You point Claude, ChatGPT, or whatever AI you already use at that folder before you ask it anything. It’s built to fit with your workflows, and most users start by using it to consider a specific challenge. People soon realize the power of the BoS OS to create a better operating system for your organization.

Run the business without holding it all in your head.

Every mission, decision, and open thread lives in one place. You stop chasing updates and start making the next right call. The system already knows what’s waiting on you.

Trust your team is moving, without asking for a status update.

See what’s active, what’s stuck, and who’s blocking whom, without pulling anyone into a meeting to find out. Your team’s work stays visible, so you don’t have to chase it.

Know if a project is actually on track, without a status meeting.

Progress, blockers, and risk, all visible at once. You see what needs your decision and what’s handling itself, so your attention goes where it actually matters.

Scale the company without losing your grip on it.

18 missions, 28 people, one Series A later. Still one clear picture. The visibility you had at 5 people doesn’t disappear as the team grows. You just see more, not less.

Don’t expect a ‘normal’ AI chat. The BoS OS understands you and your business goals, the context of your challenges and decisions. It will surprise you with its insight even when it is working from assumptions it makes based on publicly available information. If you choose to give it additional context, its value compounds, it helps you build a better business.

START. FREE. Run the bootstrap. You’ll build your own core BoS OS and start to see how well your goals are aligned with your actions along with some ideas for changes that will align your goals, your actions and your team.

“It’s shone a very bright light on making us do quite a lot of introspection… it’s proper therapy.”

Dom Reed, Co-Founder, Replacer

How It Works

Get the free Company BoS OS. Download and try it with your own business.

Download the Bootstrap

Give your name and email, we’ll send you a link to the GitHub repo.

Run it

Works in Claude, ChatGPT, or whatever AI tool you already use.

Run it day to day

Put real decisions through it. See what holds up and what needs adjusting.

Want it guided?

Book a workshop when you want someone in the room with you.

“What you end up with is the CEO’s companion, a coach for the CEO just to think through these things.”

Tim Barker

Before You Ask

“I don’t have time for this.”

The bootstrap takes 30–45 minutes. Your first mission can be shaped in a single session. If you want the system doing useful work, you invest time upfront, but the entry cost is smaller than it sounds.

“I tried AI before and it didn’t stick.”

This isn’t an AI pitch. It’s a thinking system that happens to use AI. It makes you think clearly about your own business first. The tooling is secondary. It’s literally been built to help people in this exact situation. We think most AI experimentation is doomed to fail because it approaches it the wrong way. BoS OS is about reinforcing and boosting your human decision-making powers and strategic insight to orchestrate any AI activity that you have in a way that adds value across your organization.

Start Here

Try BoS OS. Download the bootstrap and run it against your own business. 30-45 minutes, no cost, no call required. Once you’ve seen it work, you’ll know exactly what to ask us next.

Opens on GitHub. Full setup instructions are included.

Ready to Go Deeper? Join a Workshop

You can run BoS OS on your own. The sessions below are for when you want someone in the room too. Not a separate product. The same system, with a person helping you use it.

Where Are You Right Now?

Entry Point
Start here
Try It
“A low-risk way to see what this looks like, using your own company.”
2 sessions, one week apart. $500. 12 seats.
Register now
Foundation, Everyone Starts Here
Bootstrap
Getting Started: What Does AI Know About You?
“I have an idea. Help me build a system for how I make decisions.”
2 sessions. $500.
Produces: CLAUDE.md, strategy docs, mission brief, governance framework.
Register now
Workshop
How to Show AI How to Help You
“I have a system but want to deepen it. Help me interrogate it.”
2 sessions. $500.
Produces: Refined strategy, clarified missions, stronger decision boundaries.
Register now
Stage 1, Initial Operator
Go deeper
Get Going With Confidence
“I have the basics. Help me turn a real mission into something measurable, then practice before anything real.”
2 sessions, 3–4 hours total. $500.
Register now
Go deeper
Your First Mission
“Help me scope and run a real, post-Bootstrap mission on my own company.”
2 sessions, one week apart. $500.
Register now
Advanced, Build a System on Top
Go all in
Build Your AI Company Operating System
“I have the basics. I want someone in the room every week while I build the real thing: strategy docs, a specified agent, and a live mission.”
4 × weekly sessions. Cohort of 12, with Tim Barker and Mark Littlewood. $2,000.
Produces: Full operating system, 5–8 strategy documents, one fully specified agent, Phase 1 mission.
Starts Wednesdays, from 23 September 2026
Register now
Go all in
Build Your ICP and Prospecting System
“Help me build a system on top of my OS for identifying and prioritizing prospects.”
4 sessions. $2,000.
First cohort Tue 29 Sept, 4pm UK
Register now
Go all in
Build Your Customer Signal System
“Help me build a system for turning customer conversations and feedback into signal.”
4 sessions. $2,000.
First cohort Tue 29 Sept, 11am UK
Register now
Go all in
Build Your Competitive Intelligence System
“What should you really know about the competition?”
4 sessions. $2,000.
First cohort Thu 24 Sept, 11am UK
Register now

“Best single action I’ve taken in 2026.”

- Marv Rounce