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Upskailed

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

FormatsHalf-day → ongoing programs
DeliveryVirtual · in-person · hybrid
Group sizeLeadership teams to departments
Led byJonathon, every session
InvestmentScoped per proposal
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Free discovery call · no commitment.

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

Format AOne session

Half-Day Workshop

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.

Format BDays to weeks

Multi-Session Intensive

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.

Format CWeeks to months

Ongoing Program

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

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.

Every engagement

Training built around your work

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.

All formats

Live sessions with Jonathon

Jonathon leads every session personally, with the goal of getting your team comfortable and effective with AI tools they can use immediately.

Led personally

Follow-through after training

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.

Included

Team AI Playbook

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.

Multi-session & ongoing programs

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

Also available