Get Started.
Understand how skills work and learn your tools. Run a workflow on your own project, then map and personalise the process.
What you’re building A working skill and your first workflow on your own projects.
ContractorOS · AI for construction Get AI working
Get AI working
in your construction business.
A 90-day, step-by-step roadmap for construction owners, PMs and estimators. Get a useful workflow running on a real project, then build your own AI operating system with support as you go.
See what you’ll build in 90 days ↓ 100+ AI Skills 90-Day Roadmap 1-on-1 Support Calls Weekly Live Calls Weekly AI Updates
500+
Contractors inside
100+
Skills & workflow maps
90-day
Roadmap to a trained team
The operating system
What an AI operating system actually is.
Most contractors use AI as a chatbot. Paste something in, copy something out, lose the context when the chat ends. An operating system is different: AI connected to your company's systems, doing defined work in them, the same way every time. Four parts make that happen.
01 — Skills
SOPs for AI
A skill is a defined construction workflow with a set input, process and output. Drawing analysis, takeoffs, contract review, payment claims, site diaries. Run it by name and it follows the same process every time, instead of a different answer every chat.
02 — Context
Structured data AI can reach
Out of the box, AI knows nothing about your projects, your rates or your contract positions. Context fixes that: production rate libraries, correspondence registers, cost codes, supplier lists, project history. Structured so AI can query it, not buried in PDFs.
03 — Connectors
Wired into your tools
AI's biggest limitation is text in, text out. Re-uploading documents and rebuilding context every chat makes it easier to just do the job yourself. Connectors plug AI into email, drives, spreadsheets, Notion and Airtable so it works where your business already lives.
04 — Templates
Your output standards
Estimating workbooks, registers, report formats. The AI fills your documents, not the other way around. Outputs leave the system looking like your company produced them, because it did.
Your 90-day rollout From learning AI to running it
From learning AI to running it
on your own projects.
Work through the three monthly courses using your own projects. Build the system around your business, then bring your team into it.
Make it yours.
Build the workflows around your company, documents and processes. Set up the memory, context and structured database they need, with a baseline to measure progress.
What you’re building Your documents, data and repeatable workflows in one system.
Get the team involved.
Train the people who will lead the rollout, agree your AI policy and use the workflows with your team. Review the results and set a regular review cycle.
What you’re building A trained team, clear ownership and results you can measure.
The workflow guarantee
Follow the 90-day roadmap to put AI to work on your projects and in your business. If you do not get at least one workflow delivering value, we will refund you.
Inside the community
The workflows, training and help to keep you moving.
Start with the classroom map and onboarding survey for direction. Follow the monthly plan, or use the ContractorOS Guide skill to find the lesson or workflow you need.
Ready to use on your next job.
Download skills for estimating, takeoffs, construction drawings, contracts, procurement, project controls and much more.
Know what to do next.
AI Foundations covers the fundamentals of applying AI in construction. AI Tool Tutorials walks through Claude, ChatGPT, Copilot and Gemini, including how to structure them for construction. Build an AI OS shows how your files, context, data and workflows fit together.
Get help when you get stuck.
Book a 15-minute 1-on-1 support call or bring your questions and use cases to the weekly live group calls. Annual members also get a one-hour setup/strategy call.
Keep improving as the tools change.
Ask a community of 500+ contractors, share what is working and follow weekly construction AI updates. We test new models and update the skills so you can keep improving your workflows.
Training, workshops & custom work
Practical help for your construction business.
Work directly with us on the areas where you need help. That could be training, a focused workshop, one workflow or a full operating system.
Fill in the enquiry form with your requirements, current tools, timing and budget. We review it first, then arrange a call if it looks like a fit.
From the ContractorOS community
See what members are saying.
“I started using their skills when I was estimating and now I use their skills as a project manager.”
“So much value packed into this course and it allows you to take the knowledge and configure it to your specific challenges.”
“the boys are so helpful! ContractorOS has made my business thousands”
Built by construction people
Learn from people who understand the work.
Construction experience sits behind the training. We work through the documents, decisions and checks involved in running real projects.
Tim Fairley
Estimating & commercialExperience across commercial and infrastructure projects, from takeoff and estimating through procurement and project controls.
Josh Turner
Project management10+ years in civil contracting across New Zealand and Canada, on the tools and in the office.
Free training
All videos → Watch how it works.
Benchmarks
How good is AI at construction tasks, really?
We run frontier models through the same construction tasks and score them against validated answer keys. The boards cover drawing Q&A, quantity takeoffs and finding information in a full project file. We add new models as they come out.
See the results → GPT 6 Astra 82.1%
Gemini 3.8 Flash 71.6%
Claude Opus 5.5 70.9%
Grok 4.6 49.3%
// Drawing Q&A · top model from each AI company · 169 questions on 9 drawing sets · updated Sep 29, 2026
Your next step Put AI to work in your business.
Put AI to work in your business.
Start with the community.
Follow the 90-day roadmap with 100+ skills, workflow maps and people to help when you get stuck.
Join the Community → $97/month · Go yearly and get a one-hour setup/strategy call Looking for training or custom work? Tell us what you need →