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ABOUT UPSKILLAI
Meet Gary Halstead, AI Trainer and Coach
With 20+ years in technology and business, Gary helps professionals and teams across the UK get practical, measurable results from AI tools like ChatGPT, Copilot and Claude.
Why I Started UpSkillAI
My Mission
Make AI accessible, practical and immediately useful for working professionals. Too many people hear about AI but don't know where to start. Or they've tried a tool once and didn't get much out of it. That's the gap I fill.
Through tailored coaching, I help individuals and businesses confidently use AI to save time, improve their output and advance their careers.
No jargon. No hype. Just practical skills you can use from day one.
Whether you're a complete beginner or someone who's dabbled with AI tools, UpSkillAI meets you exactly where you are — and takes you somewhere genuinely useful.
What Makes This Different
Every session is built around your real work, your real goals, and your real challenges — not generic demos or one-size-fits-all content.
Hands-On Training
Personalised, hands-on sessions teaching practical workflows in ChatGPT, Copilot and Claude. You work on real tasks from your own role, not generic demos.
Career Acceleration
AI coaching designed to help you stand out, win roles and deliver better work. Clients have used sessions to transform CVs, prepare for interviews and change careers.
No Technical Background Needed
Coaching is designed for all skill levels. If you can use email and a web browser, you can learn to use AI effectively.
Master the AI Tools That Matter
Training is always matched to what you actually need — whether that's enterprise tools for your organisation or personal productivity tools for your career.
Microsoft Copilot
Enterprise-grade AI assistant integrated across Microsoft 365. Ideal for teams already using Word, Excel, Outlook and Teams.
ChatGPT
The most widely used AI tool for content creation, research, problem-solving and productivity. Covers free and paid versions.
Claude, Gemini and More
We also cover Claude (Anthropic), Gemini (Google) and other tools relevant to your work. Training is always matched to what you actually need.
What Results Do Clients See?
Real, measurable outcomes from real coaching sessions — not promises, but patterns we see again and again.
5–10hrs
Saved Per Week
Most clients report saving 5 to 10 hours per week after just 4 coaching sessions.
0
Technical Experience Needed
Coaching is designed for beginners. No coding, no technical background required. Just practical, everyday AI applications.
Day 1
Immediate Usable Skills
You will leave every session with techniques you can apply the same day. No theory-only sessions.
What Clients Say
Don't just take our word for it — here's what professionals across the UK have experienced working with Gary and UpSkillAI.
Matthew Walsh
Global Digital Marketing Team Lead
"Gary and UpSkillAI taught me to use AI in my job search, transforming my CV for multiple applications and helping me to create detailed interview strategies. Best news was that, thanks to their expert AI coaching and skills development, I successfully landed a fantastic new job!"
Claire Knight
Professional, Life and Emotional Wellbeing Coach
"Gary's AI coaching has significantly improved my research, design, and knowledge. Gary's expertise lies in understanding the nuances of AI and providing specific methods to extract the best information. He has saved me a lot of time in writing copy outlines, researching topics, inquiring about pricing models, academic research, and more. I highly recommend his expertise."
Nicola Bain
Revenue Enablement Leader
"Really helpful to learn and understand how AI can be used in the world of sales. The pragmatic 'how to' for research, prospecting and communicating with clients more effectively. Gary is a terrific coach, I look forward to working with him again."
Ready to See What AI Can Do for You?
Book a free introductory session. No commitment, no pressure. We'll talk about your goals and I'll show you how AI coaching can help.

Your first session is completely free. We'll discuss your goals, explore where AI can make the biggest difference in your work, and map out a coaching plan that fits your needs.
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