---
title: "AI Training for Teams and Organizations | Corporate Training"
description: "Custom AI training for teams: half-day workshops to ongoing programs, virtual across Canada and the U.S. or in person. Led by Jonathon Bloomfield."
canonical_url: "https://www.upskailed.com/services/corporate-training"
md_url: "https://www.upskailed.com/services/corporate-training.md"
last_updated: "2026-08-06"
---

# Corporate Training

AI training designed around your team’s day-to-day work. Half-day workshops, multi-session intensives, or ongoing programs. Virtual, in-person, or hybrid. Led by Jonathon.

At a glance: half-day workshops to ongoing programs, delivered virtual, in-person, or hybrid, for groups from leadership teams to departments. Jonathon leads every session. Investment is scoped per proposal.

## What to expect

Training built around your team’s actual work, not generic demos. The sessions draw on your own documents, workflows, and challenges, so everything your team practices maps directly onto the work they already do.

Every engagement starts with a free discovery call. From there, Jonathon designs a program for your group and leads every session personally — three formats below.

## Delivery Formats

### Half-Day Workshop (one session)

A single morning or afternoon session introducing your team to what’s possible with AI. The session covers current AI capabilities, prompting fundamentals, industry-specific applications, and hands-on practice tailored to your team’s needs.

### Multi-Session Intensive (days to weeks)

Multiple sessions over days or weeks, going deeper into workflow design, team AI adoption, and building shared practices. Together we build a Team AI Playbook that captures your workflows, prompts, and strategies so the learning continues after the program ends.

### Ongoing Program (weeks to months)

An extension of the multi-session program, with recurring sessions over weeks or months, building your team’s AI capability at a sustainable pace. The team will keep improving workflows, while staying informed on the latest AI capabilities, tools, and best practices.

## What your team gets

- **Discovery call and custom design** (every engagement). A conversation to understand your team’s goals, challenges, tools, and experience levels. From there, Jonathon suggests where AI might help and designs a training program tailored to your group.
- **Training built around your work** (all formats). The sessions draw on your team’s own documents, workflows, and challenges as training material, so everything your team practices maps directly onto the work they already do.
- **Live sessions with Jonathon** (led personally). Jonathon leads every session personally, with the goal of getting your team comfortable and effective with AI tools they can use immediately.
- **Follow-through after training** (included). Post-training support helps keep your team applying what they’ve learned. Includes access to Jonathon for questions as workflows become part of everyday work.
- **Team AI Playbook** (multi-session and ongoing programs). A custom Team AI Playbook, co-created with your team, that captures the workflows, prompts, and strategies we build during the program, so the team can continue improving and scale use over time.

## Let’s talk about your team

Scoped per proposal. Share a bit about your organization and what you’re looking for. Jonathon follows up within a few business days.

## Common questions

### How many people can participate in a training session?

There’s no fixed minimum or maximum. Jonathon has worked with leadership teams of four and departments of fifty. The format adapts to fit: smaller groups allow more hands-on practice and individual attention, while larger groups work well for keynote-style introductions followed by breakout exercises. If your group is very large, a workshop-plus-breakout structure usually works best. Please describe your team in the inquiry form and Jonathon will recommend an approach.

### Does my team need any AI experience before the training?

No. The training is designed for non-technical professionals. Jonathon meets your team wherever they are, whether that’s “I’ve never opened ChatGPT” or “I’ve been experimenting but I’m not getting consistent results.” The discovery call covers your team’s current experience level so the sessions can be calibrated appropriately.

### What’s the difference between a half-day workshop and a multi-session program?

A half-day workshop covers prompting fundamentals, cross-platform fluency, and hands-on practice using your team’s own examples. It’s a strong starting point for teams that want practical exposure in a single session. A multi-session program goes deeper into workflow design, team AI adoption, and building shared practices over days or weeks. The multi-session format also includes the co-creation of a Team AI Playbook.

### What is the Team AI Playbook?

A custom document your team keeps after training. It captures workflows, prompts, and strategies built during the program, specific to your team’s work. It’s included in multi-session programs and serves as a reference your team can continue using and building on after the training ends.

### Can training be delivered virtually?

Yes. Two-hour sessions and half-day workshops work well over video conferencing, and virtual training runs for teams anywhere in the world. Multi-session programs can be fully virtual, fully in-person, or hybrid; Jonathon is based in Toronto and regularly travels for in-person engagements. For sessions that involve participants working with AI tools in real time, Jonathon will share specific technical setup requirements once the format is confirmed.

### How does the discovery call work?

It’s a free conversation where Jonathon learns about your team, what you do, and where AI might help. He’ll ask about your team’s roles, the kind of work they do day to day, and what you’re hoping the training will accomplish. From there, he designs a program specifically for your group. No commitment required.

### How much does Corporate Training cost?

Pricing depends on the format, number of sessions, group size, and whether the training is virtual or in-person. Jonathon works with a range of budgets, from funded corporate programs to nonprofit organizations with limited training resources. Share your situation in the inquiry form and he’ll put together a proposal with clear pricing.

### Does Jonathon lead the training personally?

Yes. Every session is led by Jonathon. The person you speak with during the discovery call is the person who designs and delivers your training.

### What happens after the training ends?

Follow-through support is included. Your team has access to Jonathon for questions as they put new workflows into practice. For teams that want sustained support beyond the initial engagement, ongoing advisory is available through [Consulting and Advisory](/services/consulting).

## Also available

**AI Foundations** (for individuals): A self-paced course your team members can take on their own schedule — the same methodology, one seat at a time. [Explore the course](/programs/foundations)

**Consulting and Advisory** (for professionals): Strategic guidance beyond what a workshop can offer — workflow design, organizational strategy, ongoing advisory. [Explore consulting](/services/consulting)

**Speaking and Events** (for events): Keynotes, panels, and hands-on workshops on practical AI adoption for non-technical audiences. [Explore speaking](/services/speaking)

## Sitemap

- [Browse every markdown page](/sitemap.md)
- [Read the concise site summary](/llms.txt)
- [Read the complete site content](/llms-full.txt)
