AI Trainer · Workshop Designer · 2026

Donald
Gray II

Taking corporate teams from fumbling to fluent with AI.

Trained by Apple. Trusted by Compass.

Donald Gray II
500+
Professionals Trained
100%
Repeat-Booking Rate
Gemini AI
On-Ramp
Flagship Workshop · Ready to Deploy
§ 01 · Speaking Topics

From fumbling
to fluent.

Three formats that take a team from "I keep meaning to try it" to using AI on the work in front of them. Click a card to learn more.

01
Conference Keynote · 45–60 min

Plain English AI

People who walk in skeptical leave using AI on their phone. Built for conferences, all-hands, and kickoffs.

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02
Hands-On Workshop · 90–180 min

AI On-Ramp

Every attendee uses AI on their actual work before the room empties. Built for L&D programs and team trainings.

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03
Multi-Session Immersion · 4–12 weeks

AI Deep Dive

Custom curriculum built around the team's real workflows. For organizations that want behavior change.

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Donald Gray II
§ 02 · About Don

Trained by Apple.
Trusted by Compass.

Donald Gray II teaches business professionals how to use AI on the work already in front of them.

He started his career as an Apple Creative Pro, formally trained at Apple's Cupertino campus to teach customers and store teams without fear or theater. Today he runs AI workshops inside Compass International Holdings, where his sessions generate the kind of demand most speakers spend years trying to create.

He has trained 500+ professionals in person and online, including a national Zoom class for Blk @ Compass. His attendees open the apps, run prompts on their own files, and walk out using AI on the work they brought to the room.

Former Apple Creative Pro Compass International Holdings National Zoom Audience Gemini AI On-Ramp
§ 03 · The Demand Pattern

One workshop. Five offices on the phone.

After Don's Logan Circle class, leaders from Chevy Chase, Bethesda, Richmond, and Baltimore asked him to bring it to their teams. His Vienna Gemini class produced 58 leads and 2 speaking invitations in two weeks. A Compass manager called his trainings "in high demand."

Where Don Has Taught · Where He's Headed

Georgetown DC
Logan Circle DC
Vienna VA
Chevy Chase MD
Charlotte NC
Blk @ Compass National · Zoom
San Diego Upcoming
Arlington VA · Upcoming
Baltimore MD · Upcoming
Bethesda MD · Upcoming
§ 04 · What People Say

Words from the room.

Compass agents, VPs, and peer observers on what happens when Don teaches.

An absolute masterclass performance, both inspiring and immediately actionable. Easily one of the most practical and high-value sessions I've attended.

Beverly McCullough

Beverly McCullough

Realtor®, Compass Charlotte · Invited Don to keynote her company retreat

What a TEACHER. So many take-aways that will make all of us succeed in 2026. Without instruction, the tools just remain the tools. We can't wait for another with Donald.

Christy Bakaly

Christy Bakaly

VP, Compass DC/MD · Forwarded these words to Compass CEO Robert Reffkin

"PACKED room. He teaches with an emphasis on being able to use it immediately, without being nervous about AI. All the agents were super engaged."

— Lydia La Motta · Logan Circle observer
500+
Professionals Trained

Across keynotes, workshops, and immersions since 2024.

100%
Repeat-Booking Rate

Every host organization to date has invited Don back or referred him forward.

DC · MD · VA
NC · CA
In-Person + National Zoom

Plus a national Zoom class for Blk @ Compass and four upcoming cities on the calendar.

Want Don to teach your team?

Fifteen minutes is enough to scope the format, the audience, and the outcome you're after. He'll tell you straight if it's a fit.

Grab 15 minutes on Don's calendar →

For Booking Conversations · 2026

Webfollowdon.com
Emaildon@followdon.com
ReadyGemini AI On-Ramp
FormatsKeynote · Workshop · Immersion