The BoS OS helps you understand and manage your company operating system.
Most companies add AI tools on top of an operating system nobody has written down. Strategy lives in the founder's head. Roles blur. Decisions don't stick. AI amplifies whatever's already there. Clarity becomes velocity; muddle becomes noise.
The Workshop skill takes the foundation Bootstrap built and makes it real.
Workshop refines the OS that Bootstrap produced, using your insider knowledge to challenge assumptions, sharpen priorities, and turn a skeleton into something that reflects how you actually run the business.
Bootstrap produces role stubs: a first draft of who does what. Workshop turns those into full agent specs: decision boundaries, escalation triggers, evaluation criteria. That is the step where AI stops operating on public information and starts operating on how your company specifically works.
Bootstrap vs Workshop: Bootstrap creates a first draft from public information, fast, external, minimal input from you. Workshop refines that draft using your insider knowledge. Run Bootstrap first, then Workshop to make it real.
Every company already has an operating system. Most just don't know what's in it.
The BoS OS maps that structure, then gives AI a governed place inside it.
Your folder structure is your system. The files are the memory.
The Workshop skill file is maintained in the canonical repo:
Install from there. Full installation instructions are in that repo.
Important: Workshop must be run inside a Cowork project with a folder selected, the same one you used for Bootstrap. If you run it from a general Claude conversation, files won't save and you'll need to start again.
Workshop requires Bootstrap to have run first. If you haven't done that:
- Install
agent-os-bootstrap.skillfrom the BoS_OS_Start release page - Run Bootstrap: type Bootstrap my company OS in your Cowork project
- Once Bootstrap is complete, come back and run Workshop
Workshop is designed to pick up exactly where Bootstrap left off. It reads what Bootstrap produced and works with it.
By the end of a Workshop session you will have:
- Strategy documents sharpened with your insider knowledge, not just public information
- Full agent specs for the roles Bootstrap stubbed out, each one with a decision boundary, escalation triggers, and evaluation criteria
- A first mission brief, rooted in your North Star metric
Once Workshop has hardened your OS, use the Run skill to operate it day to day: shaping missions, staffing them with agents, and driving delivery.
- Run layer + full toolkit: BoS-OS-Start
- Bootstrap only: BoSOS-Bootstrap
Further skills, scheduled tasks, and agent specs are released on an ongoing basis.
Follow or watch this repo to get notified when new ones ship.
All BoSMark repos: github.com/BoSMark
Workshops, user groups, and community support:
businessofsoftware.org/updates
Subscribe for workshop announcements, guided cohorts, and peer community access.
Built by Tim Barker, Mark Littlewood and Business of Software, helping software founders build profitable, enduring companies since 2007.

