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In-Person Half-Day Event

AI & Microsoft Copilot
Executive Briefing

Leaders tell us the hardest part about AI is knowing where to start. This session is built to help you find that starting point. We’ll share real stories and practical ways leaders are using AI to save time, make better decisions, and move forward with confidence.

Microsoft and ProServeIT Logo

Why Attend?

Lead with Confidence in the AI Era

Hosted at Microsoft’s office in Toronto, this in-person session brings together a small group of executives and IT leaders who want to understand where AI can fit within their organization.

You’ll see how Microsoft 365 Copilot and AI-powered automation can save time, improve decision-making, and drive innovation. It’s a chance to step away from the day-to-day, share stories and experiences with peers, and hear what’s working for other leaders.

You'll leave the session with fresh ideas and clarity on how AI can move your business forward with confidence.


Event Agenda:

9:00 AM – 9:30 AM | Check-in & Networking
9:30 AM – 10:45 AM | Setting the Context: The AI Landscape
10:45 AM – 11:00 AM | Break
11:00 AM – 12:00 PM | AI Stories, Leader Insights & Demos
12:00 PM – 1:00 PM | Executive Roundtable & Networking Lunch

Join the next conversation

Disclaimer: By submitting this form, you acknowledge that registration does not guarantee attendance. We reserve the right to review and decline registrations to ensure a meaningful and relevant experience for all participants.

By registering, you also consent to photography and videography during the event. These images may be used for promotional and marketing purposes. If you prefer not to be photographed, please let a member of our team know upon arrival.

Industry-Specific Executive Briefing Sessions

Finance-Focused Executive Briefing

  SEPTEMBER 9, 2025  |  9 AM – 1 PM  |  Microsoft Head Office, Toronto ON

Join us for a special edition of our Executive Briefing Session, designed specifically for execs in the financial services sector.

AI is reshaping how financial institutions manage risk, meet compliance demands, enhance operational efficiency, and deliver next-level client experiences. At this finance-focused session, we’ll dive into real-world applications and use cases of AI and Microsoft 365 Copilot that speak directly to your priorities.

Meet the Hosts

Each session is shaped by the experiences of the leaders in the room. Our hosts foster conversation and peer learning, leaving participants with fresh perspectives, practical insights, and clarity on applying AI in their organization.

Jaime McMahon

Jaime McMahon

Chief Technology Officer (CTO), 
ProServeIT

Mihae Ahn Bio Photo

Mihae Ahn

VP of Marketing, 
ProServeIT

Corey-Reyneker-VP-Alliances-ProServeIT

Corey Reyneker

VP of Alliances, 
ProServeIT

Upcoming Sessions

  JANUARY 14, 2026  |  9 AM – 1 PM  |  Microsoft Head Office, Toronto ON

  FEBRUARY 11, 2026  |  9 AM – 1 PM  |  Microsoft Head Office, Toronto ON

  MARCH 11, 2026  |  9 AM – 1 PM  |  Microsoft Head Office, Toronto ON 

  APRIL 15, 2026  |  9 AM – 1 PM  |  Microsoft Head Office, Toronto ON 

  MAY 13, 2026  |  9 AM – 1 PM  |  Microsoft Head Office, Toronto ON 

  JUNE 11, 2026  |  9 AM – 1 PM  |  Microsoft Head Office, Toronto ON 

 

JANUARY 21, 2026  |  9 AM – 1 PM  |  Microsoft Head Office, Toronto ON

Industry Spotlight: Healthcare

Join us for a special edition of the Executive Briefing, designed for leaders in the healthcare sector.

AI is already reshaping how healthcare organizations run — from improving operations and compliance to freeing up time for clinical and administrative teams. In this session, we’ll explore real examples of how Microsoft 365 Copilot and AI-powered automation are driving change across the industry.

WHO SHOULD ATTEND:

Executives and IT leaders in healthcare who want to see where AI can make the biggest impact in their organization and learn from others who are already putting it into action.

What Past Attendees Are Saying

Don’t just take our word for it. Hear directly from leaders who’ve joined us at past Executive Briefing Sessions. Below are a few reflections shared on LinkedIn, highlighting the value of the conversations, demos, and connections made during these events.

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  • Toronto

     

    TORONTO

     

    2024

    JAN. | FEB. | MAR. | SEP. | OCT. | NOV.

     

    2025

    MAR. | APR. | MAY. | JUN. | SEP. | OCT. | NOV. | DEC.

     

  • Boston

     

    BOSTON

     

    SEPT. 2024

     

  • Philadelphia

     

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    JUL. 2024

     

  • Remote Worker

     

    REMOTE

     

    MAR. 2024

     

  • Vancouver

     

    VANCOUVER

     

    MAR. 2024