---
title: "AI Consulting, Training, and Speaking for Professionals"
description: "Custom team training, AI consulting, and speaking for non-technical professionals and organizations. Virtual across Canada and the U.S., in person from Toronto."
canonical_url: "https://www.upskailed.com/services"
md_url: "https://www.upskailed.com/services.md"
last_updated: "2026-08-06"
---

# Three ways to work with Jonathon on AI

Custom team training, strategic consulting, and conference speaking for non-technical professionals and organizations — virtual across Canada and the U.S., in person from Toronto. Every engagement starts with a free conversation. Current as of July 2026.

## Corporate Training (for teams)

Training designed around your team’s day-to-day work — everyone practices on the work they already do. Half-day workshops, multi-session intensives, or ongoing programs. Virtual, in-person, or hybrid. Led by Jonathon. Investment is scoped per proposal.

**What you get:**

- Discovery call and custom program design
- Live training sessions with your team
- Team AI Playbook with workflows, prompts, and strategies
- Follow-through support after training

[Learn more](/services/corporate-training)

## Consulting and Advisory (for professionals)

Strategic work with Jonathon and your team for professionals who need more than a course. Focused sessions on your specific challenges, whether that’s workflow design, organizational strategy, grant writing, or ongoing implementation support. From two or three sessions to a retainer; investment is scoped per engagement.

**What you get:**

- Free introductory conversation to figure out what you need
- Scoped proposal with clear deliverables and timeline
- Working sessions tailored to your priorities
- Ongoing advisory available on a retainer basis

[Learn more](/services/consulting)

## Speaking and Events (for events)

Jonathon speaks at conferences, corporate events, and industry panels on practical AI adoption for non-technical audiences. Keynotes, fireside chats, and hands-on workshops from 30 minutes to a half-day, each tailored to your audience and event theme. Best booked 4–6 weeks ahead.

**What you get:**

- Keynotes and conference talks customized to your audience
- Panel participation with a practical, grounded perspective
- Interactive workshops where participants build workflows they keep
- Talks designed for non-technical audiences at every comfort level

[Learn more](/services/speaking)

Engagements often combine — Jonathon will suggest what fits, and won’t upsell you into more than you need.

## Not sure where to start?

Start a conversation — free and exploratory. Jonathon will help you figure out which option makes sense for where you are right now.

## Common questions

### How do I know which service is right for me?

It depends on what you need right now. If you want your team aligned on AI, Corporate Training is the place to start. If your organization needs help with a specific challenge, Consulting gives you dedicated time with Jonathon’s support. If you’re bringing Jonathon to an event, Speaking covers keynotes, panels, and workshops. If you’re not sure, reach out and he’ll help you figure it out.

### What if I’m not sure what I need yet?

Start a conversation. Jonathon’s initial conversations are free and exploratory. You don’t need to know the exact service before reaching out. Describe your situation and he’ll help you figure out the right approach.

### Can I combine services?

Yes, and many clients do. A conference workshop often leads to Corporate Training for the broader team. Consulting clients sometimes start with a course to build foundational skills first. Jonathon will suggest what makes sense based on where you are, and won’t upsell you into more than you need.

### How much do services cost?

Corporate Training and Consulting are scoped per engagement, so pricing depends on the format, duration, and complexity involved. Speaking fees depend on the event format and travel requirements. Jonathon works with a range of budgets. Please share your situation in the inquiry form and he’ll let you know what’s possible.

### How long does a typical engagement take?

It varies. Corporate Training can be a single half-day workshop or a multi-week program. Consulting engagements are typically a series of working sessions over several weeks, or scoped to a specific project that may take longer. Speaking engagements are usually a single event. During your initial conversation, Jonathon will recommend a realistic timeline based on your situation.

### Do I need to take a course before working with Jonathon?

No. The courses (AI Foundations and AI Mastery) are designed for individual learners. The services on this page are for organizations, teams, and professionals who want direct engagement with Jonathon. That said, some consulting clients find it helpful to build foundational skills through a course first. Jonathon will let you know if a course would serve you better than consulting.

### Can you work with our team virtually?

Yes. Each service works well over video, and virtual workshops run for teams anywhere in the world. Jonathon is based in Toronto, Canada, and regularly travels for speaking engagements and in-person workshops.

## Also available

**AI Foundations** (self-paced): Want to learn on your own schedule? A self-paced course covering practical AI fundamentals — no tech background needed. [Explore the course](/programs/foundations)

**AI Mastery** (Fall 2026): A live six-week program with small-group working sessions and personalized feedback from Jonathon. [Join the waitlist](/programs/mastery)

**Think Tank** (capped at 25): An annual membership for ongoing support as you put AI to work — monthly office hours, a practical toolkit, and curated updates. [Join the waitlist](/programs/think-tank)

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