Building the AI Playbook for Maintenance

AI May

May 5–27, 2026 · Live Sessions · Free to attend

Seven free live sessions on the AI that's actually changing maintenance. Nova, Studio, real customer playbooks, and hands-on builds your team can ship the same day.

AI MAY · THE LINEUP

Maintenance's AI moment is here.

Maintenance is making its move to AI across industrial plants, facilities and fleets, and UpKeep is leading the shift. These seven live sessions show how Nova and Studio are already reshaping daily operations, told by the product team, customer leaders and technicians running it differently right now.

Week 1 — The Opener
5 May Tue
For Everyone 10:00 AM PT · 60 min

UpKeep AI 101: Your First Look at Nova and Studio

Your guided tour of everything UpKeep AI. See Nova work, watch Studio build, and walk through the exact use cases turning maintenance teams into AI-first operators, all in one session.

7 May Thu
For Leaders 10:00 AM PT · 30 min

Where We're Headed: The UpKeep AI Roadmap

The future of maintenance AI, straight from the team building it. Get an exclusive look at what's coming next, and how Studio already lets you build custom AI workflows today.

Week 2 — Leadership Deep Dive
14 May Thu
For Leaders 10:00 AM PT · 30 min

The Executive AI Shift: A CEO's Playbook for Maintenance Leaders

A candid executive conversation for maintenance leaders. Ryan breaks down where AI is moving the numbers, what boards are asking about, and how to position your team for the shift before your competitors do.

Week 3 — Real Stories from the Field
19 May Tue
For Leaders 10:00 AM PT · 60 min

From Skeptic to Advocate: Customer Stories on AI Adoption

Real maintenance leaders on how they went from AI-skeptical to AI-powered. The honest wins, the unexpected hurdles, and the adoption playbooks that actually got their teams on board.

21 May Thu
For Administrators 10:00 AM PT · 45 min

AI in the Field: Empowering Technicians

Built for the tech with dirty hands and a dead phone battery. See the exact AI workflows technicians are using on the shop floor today. No taps, no typing, just work getting done.

Week 4 — Hands-On Finale
26 May Tue
For Administrators Hands-on 10:00 AM PT · 75 min

Your App, Your Rules: A Hands-On Studio Build Session

Bring your laptop. By the end of this session you'll have built and deployed your first custom maintenance AI app. No code, no engineers, no waiting on IT.

27 May Wed
For Everyone Hands-on 10:00 AM PT · 60 min

Ask Anything: Your AI Questions Answered Live

The mic is open. Bring your weirdest use case, your stuck workflow, your half-built Studio app. The team builds, troubleshoots, and answers live. No script. Just answers.

BRING YOUR LAPTOP

A live build. A real deployment.

May 26 isn't a demo. It's the hands-on finale of the series. Walk in with an idea, walk out with a working AI app deployed to your UpKeep instance. Build it live, with engineers on-call as you ship.

No-code Studio interface — no engineering background required
Engineers on-call in live chat during the build
Recording + template you can re-use the next day

WHO YOU'LL HEAR FROM

Speakers

UpKeep leadership, product builders, and the maintenance operators in the trenches.

Ryan Chan

Ryan Chan

Founder & CEO

UpKeep

Hosting May 7 & 14
Joseph Schmitt

Joseph Schmitt

SVP Customer Success

UpKeep

Hosting May 5
Jon James

Jon James

Solutions Engineer

UpKeep

Hosting May 5
Madelyn Bowyer

Madelyn Bowyer

Customer Education Manager

UpKeep

Hosting May 19 & 21

Customer Speaker

To be announced

 

Joining May 19
Spencer Nelson

Spencer Nelson

Product Manager

UpKeep

Hosting May 21
Diego Cueva

Diego Cueva

Customer Success Manager

UpKeep

Hosting May 26

UpKeep CSM Team

Customer Success

UpKeep

Hosting May 27

FAQ

Quick answers

Is AI May free?
Yes. Every session is free to attend. You'll just need an email address to register.
Do I need to attend every session?
No. Each session stands on its own and has its own registration. Sign up for the ones that fit your role and schedule. If you can't make one live, the replay still comes to your inbox.
Will sessions be recorded?
Every session is recorded. Registered attendees get the replay in their inbox within 24 hours of the live session.
What do I need for the hands-on Studio session?
A laptop and an UpKeep login. You don't need engineering experience. Studio is no-code, and we'll walk through everything live.
Do I need to already be an UpKeep customer?
No. The series is open to anyone curious about AI in maintenance. If you want to follow along in Studio, we'll get you set up with a trial.
Can my whole team attend?
Absolutely. Each person should register individually for the sessions they want to attend so they get their own replay links and reminders.
Why is one session marked Invite Only?
The May 27 Ask Anything session is invite-only and routed by our customer success team. If you're an UpKeep customer, your CSM will reach out if it's a fit. The other six sessions are open to everyone.

MAY 5–27, 2026

Pick your sessions. AI May starts May 5.

Free to attend. Every session is recorded. Whatever your role, there's a session built for you. Save your seat for the ones you want, and the replay comes either way.

Reserve Your Spot

Free · Live · Recorded · No pitch