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.

Learn more
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.

Learn more
Donald Gray II at the front of a packed AI class as the room applauds.
§ 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
San Diego CA
Bethesda MD
Blk @ Compass National · Zoom
Potomac MD
Arlington VA · Upcoming
Central Maryland MD · Upcoming
Capitol Hill DC · Upcoming
Richmond VA · Upcoming
Philadelphia PA · In demand

Where The Room Comes From · Coast To Coast

In-person classes Virtual / national classes Upcoming

Every glowing point is a professional Don has taught. Gold marks in-person classes, concentrated in the DMV. Cyan marks virtual classes — San Diego, Charlotte, and a national Black @ Compass session that alone put agents on the map across 20 states, from Seattle to South Florida. Violet rings mark what’s next on the calendar, including Philadelphia.

Actual Classrooms · 2026

Real rooms. Real agents at work.

Don doesn’t give theory talks. He hands the tools to the room and has agents run prompts on their own files, so they walk out using AI that same week instead of just nodding along about it.

In-person Donald Gray II teaching a packed AI class in a bright, modern open workspace, attendees following along on laptops.
Potomac, MDPacked room, hands-on AI class
Potomac, MD · Packed room, hands-on AI class
In-person Donald Gray presenting at the front of a conference room while attendees follow along on laptops.
Chevy ChaseFront-of-room training and live demos
Chevy Chase, MD · Front-of-room training and live demos
Virtual Donald Gray teaching a virtual AI class with a microphone and webinar interface.
BLK @ CompassNational Zoom virtual AI session
National Zoom · BLK @ Compass virtual AI session
Virtual A virtual AI demo slide with Donald Gray visible in the video call sidebar.
San DiegoVirtual mastermind and applied AI demo
San Diego · Virtual mastermind and applied AI demo
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Bring this class to your team
§ 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

Don ran an incredibly informative class and walked us through useful prompts for using AI for our business. It was all done in a very approachable way. 10 out of 10 would recommend.

Melanie Clark

Melanie Clark

Realtor®, Compass Bethesda · After Don's Bethesda AI class

Lydia La Motta

"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 · Attended Don's Logan Circle class
Wayne Miller

"Outstanding…"

— Wayne Miller · Compass San Diego
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 →

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