New Course · Updated for June 2026

Build Your Own AI Team

Hire, train and supervise a team of AI assistants for your small business. A practical, no-hype, Claude-first course for Australian owners and sole traders — agents and MCP, Cowork, the Office add-ins, connectors and Skills, supervised bookkeeping, privacy & governance, and a 30-day hiring plan. The rule that runs through it all: automate the reads, supervise the writes.

~3 hours
6 modules + bonus
No-code, beginner-friendly
Built for Australian SMEs

What You'll Learn

Everything you need to stand up a small, supervised team of AI assistants — and put it to work the next morning.

What an AI Team Really Is

The prompting → workflow → agent spectrum, the observe–think–act loop, and MCP — how Claude reaches into your apps with no developer.

Cowork & the Agentic Suite

Your desktop coworker, plus Claude for Chrome and Microsoft 365 — what they do, and the cautions that keep them safe.

Connectors & Skills

Hire specialists (connectors) and train them your way (Skills) — and you'll build a working .skill of your own.

Reads Before Writes

Hire your first assistant the safe way: a read-only brief, a domain connector, and a finished Skill — a "wow" with no risk.

Supervised Bookkeeping

Claude for Chrome driving a sandbox QuickBooks for reconciliation and pay-run prep — the agent prepares, a human lodges.

Claude vs Zapier / Make / n8n

When to reach for Claude and when for an automation platform — how they combine, and the maintenance reality.

Australian Trust & Compliance

Data sovereignty, the Privacy Act and APP 8, prompt injection and guardrails — plus a one-page governance brief.

A 30-Day Hiring Plan

Leave with a sequenced plan — read-only first, one new hire a week — plus three worked case studies of a team in action.

New · Living Book

Read the Whole Course as a Book

The AI Team Handbook — the full course as a disciplined, browsable book: the agent spectrum, the Claude suite, the safe staged build, Australian compliance, and the case studies, kept current as the tools change.

7 modules · covers all 18 lessons · read online or download as PDF · kept up to date as the tools change

Course Curriculum

Six core modules over about three hours, plus a self-paced bonus case study. Tap any module to preview the lessons.

Who This Course Is For

Owners & Founders

Doing the work of five people, who want a team of assistants doing the donkey work under supervision.

Sole Traders

No staff to delegate to — until now. Hire read-only first and build from there.

Ops & Admin

The people drowning in inboxes, invoices and receipts — exactly the work assistants are best at.

Anyone Curious

No technical background needed. If you've used a chatbot once, you're more than ready.

RC

Your Instructor

Rupert Chesman

Filmmaker turned AI educator and author of The AI-Native Playbook, with over 700 students taught this year alone. Rupert teaches this the way he runs his own business — using Cowork and Claude in Chrome for his invoicing, reconciliations and books, with a human signing off every consequential step. Deliberately anti-hype, relentlessly practical.

700+ Students This Year
70+ Countries
200+ Workshops
Runs his own books with Claude

Frequently Asked Questions

About the Expert

Rupert Chesman

AI Educator · Filmmaker · Author of The AI-Native Playbook

Rupert has taught over 700 students this year across corporate workshops, online courses and live intensives — including AI training delivered through the Australian Institute of Management. He turns complex AI capability into practical, immediately applicable skills.

Ready to Hire?

Jump straight into the lessons, or leave your email to hear when live workshops and the handbook drop.

Educational only — not legal, tax or financial advice. Claude product features, plans and pricing, and Australian compliance specifics change quickly; verify against the relevant official source before relying on anything here.