Now Booking Q3 & Q4 2026

Bring AI Training
To Your Team

Full-day workshops, executive briefings, keynote speaking and ongoing AI consulting — tailored to your organisation's goals, industry and team.

1000s
Students Trained
100+
Countries
200+
Workshops Delivered
4.9/5
Average Rating

Trusted by Teams At

Deloitte PwC Telstra NAB Westpac ANZ Atlassian Canva
What We Offer

Training & Consulting Services

Four core offerings designed to meet your team wherever they are on their AI journey — from first steps to full-scale adoption.

$5,000
Starting From

Team Workshop

Full-day, hands-on AI training for your team. Participants leave with practical skills they can apply immediately — not slides they'll forget.

  • Up to 20 participants per session
  • Customised curriculum for your industry
  • Live demos with your actual tools and workflows
  • Post-workshop resource pack and recordings
  • 30-day follow-up support via email
Book Workshop
$2,000
Starting From

Executive Session

A focused 3-hour deep dive designed for leadership teams. Understand the strategic AI landscape, identify high-impact opportunities, and build a roadmap.

  • 3-hour intensive strategy session
  • AI readiness assessment for your organisation
  • Competitive landscape and opportunity mapping
  • Custom AI adoption roadmap document
  • C-suite friendly — no jargon, just clarity
Book Session
Custom
Quote on Request

Keynote Speaking

Energise your conference, summit or company event with a keynote that cuts through the AI hype and delivers actionable insight your audience will remember.

  • 30 to 90-minute keynote presentations
  • Live AI demos that wow audiences
  • Topics tailored to your event theme
  • Available in-person or virtual (worldwide)
  • Attendee takeaway resources included
Enquire Now
Ongoing
Retainer Available

AI Consulting

Long-term AI strategy and implementation support. From identifying automation opportunities to building internal AI champions — I embed with your team.

  • Monthly strategy and review sessions
  • Workflow audit and automation design
  • Train-the-trainer programme for internal champions
  • Tool selection and vendor evaluation
  • Priority Slack/email access between sessions
Discuss Retainer
Popular Workshops

Workshop Topics

Every workshop is customised to your team, but here are the most requested topics. Mix and match, or request something bespoke.

Prompt Engineering Masterclass

From zero to advanced prompting across ChatGPT, Claude, Gemini and more. Structured frameworks your team can use daily.

AI Workflow Automation

Build automated workflows using AI tools, APIs and no-code platforms. Identify and eliminate repetitive tasks across departments.

AI for Creative Teams

Image generation, video AI, copywriting assistance and design workflows. Built for marketing, design and content teams.

AI Governance & Ethics

Build responsible AI policies, understand data privacy risks, and create guardrails that protect your brand and customers.

Building AI Agents

Design, build and deploy custom AI agents for customer service, data analysis, research and internal operations.

AI for Data & Analytics

Natural language querying, automated reporting, predictive insights and AI-enhanced dashboards for data-driven teams.

Don't see your topic? Get in touch — every workshop is built around your needs.

How It Works

From Enquiry to Impact

A clear, straightforward process — designed to deliver maximum value with minimum disruption to your team.

1

Discovery Call

We discuss your goals, team structure, industry context and current AI maturity. 30 minutes, no obligation.

2

Custom Proposal

I design a tailored curriculum with specific exercises, demos and case studies relevant to your organisation.

3

Deliver & Train

Interactive, hands-on delivery — in-person or virtual. Your team works with real tools on real problems, not hypotheticals.

4

Follow Up

30 days of email support, recordings, resource packs and an optional follow-up session to check progress and troubleshoot.

Rupert Chesman
Your Trainer

Meet Rupert

I've trained 1000s of professionals in practical AI skills. My background spans digital marketing, creative production and technology education — which means I understand how AI fits into real workflows, not just theory.

I've delivered workshops for teams ranging from 5-person startups to ASX-listed enterprises. Whether your team has never touched ChatGPT or you're building custom AI agents, I meet people where they are and take them further than they expected.

My philosophy is simple: AI training should be practical, human-centred and immediately useful. No jargon. No hype. Just skills your team will actually use on Monday morning.

1000s
Students
4.9/5
Rating
100+
Countries
10+
Years Teaching
Full Bio & Background
Client Feedback

What Teams Say

Rupert's teaching makes AI simple, practical and actually useful. Our entire marketing team transformed their workflows within a week of the workshop.

SJ
Sarah J.
Marketing Director, Melbourne

The best AI training I've attended in my career. No hype, no fluff — just real, applicable skills my team could use the very next day.

MK
Michael K.
CTO, Sydney

We brought Rupert in for a full-day session with our operations team. Within a month, we'd automated three major reporting workflows and saved 15+ hours per week.

DW
David W.
Head of Operations, Perth

As an educator, I was sceptical. Rupert showed me how AI can enhance teaching without replacing the human connection. Genuinely transformative for our faculty.

LP
Lisa P.
University Lecturer, Brisbane

Rupert presented at our annual leadership summit and the response was outstanding. He manages to make AI accessible for non-technical executives while still impressing the engineers in the room.

KN
Karen N.
CEO, Auckland

Frequently Asked Questions

Ready to Upskill Your Team?

Book a free 30-minute discovery call to discuss your team's needs, or send me a message with your requirements and I'll get back to you within 24 hours.

Response Time
Within 24 hours
Location
Worldwide (in-person & virtual)