At ProServeIT, we're committed to helping organizations thrive in the world of technology. Our events are all about sharing fresh ideas, making great connections, and diving into the latest tech and business solutions together.
Microsoft's Head Office | Toronto, ON
9:00 AM - 1:00 PM EST
Steak 48 | Philadelphia, PA
6:00 PM - 8:00 PM EST
Step into an intimate evening at Steak 48, where bold flavors meet bold ideas. In a private setting designed for connection, senior leaders will exchange practical strategies for getting more from IT—balancing cost control, managed services, and business priorities. Surrounded by sleek design, an exceptional wine program, and USDA Prime and Wagyu perfection, this is where conversation becomes as memorable as the cuisine.
Microsoft's Head Office | Toronto, ON
9:30 AM - 1:00 PM EST
Microsoft's Head Office | Toronto, ON
9:00 AM - 1:00 PM EST
Beckta Dining & Wine | Ottawa, ON
6:00 PM - 8:00 PM EST
Canoe Restaurant | Toronto, ON
6:00 PM - 8:00 PM EST
Microsoft Calgary | Calgary, AB
9:00 AM - 1:00 PM MST
Microsoft's Head Office | Toronto, ON
9:00 AM - 1:00 PM EST
Microsoft's Head Office | Toronto, ON
9:00 AM - 1:00 PM EST
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Take a look back at the impactful events hosted by ProServeIT! These events were full of innovative ideas, valuable connections, and strategies that have shaped the future of work and driven digital transformation.
Rouge | Calgary, AB
Calgary had the perfect spark. Executives gathered at Rouge for an evening of sharp business conversation around AI, tech strategy, and what's ahead, but what really stood out was the connections. People didn't want the night to end, with more than a few realizing they were practically neighbours and making plans to keep the conversation going long after dinner wrapped.
Microsoft Head Office | Toronto, ON
February's EBS kept the momentum going. Toronto's leaders came in curious and left with clarity. The room was full of great questions about how to practically apply AI across their organizations, sparking the kind of dialogue that makes these sessions worth showing up for.
L'Abattoir | Vancouver, BC
The Vancouver leader community showed up ready to connect. Over an exceptional meal in Gastown's historic setting, executives had the kind of candid conversations that are hard to find elsewhere, openly sharing what's working, what isn't, and where they're placing their bets on AI and tech in 2026. The energy in the room was something special.
Canoe Restaurant | Toronto, ON
A strong start to 2026. Toronto's executive community gathered at Canoe for the first Salon Dinner of the year — and the conversations didn't disappoint. Neither did the food. Bold ideas, honest dialogue, and the kind of peer connections that stick well beyond the evening paired perfectly with stunning cuisine for the night.
Virtual
One of our best Empowers yet. Hundreds of nonprofit leaders came together to explore how AI can scale their missions. The event featured real customer stories straight from the community, plus practical walkthroughs on Copilot and agents that attendees could take back and act on immediately.
Microsoft Head Office | Toronto, ON
Healthcare leaders came together at our Microsoft Toronto executive briefing to explore how AI and Copilot can transform patient care. With live demos and customer stories, attendees left with actionable strategies to drive meaningful change.
Microsoft Head Office | Toronto, ON
Microsoft Head Office | Toronto, ON
Pan Pacific Hotel | Toronto, ON
ProServeIT proudly sponsored the 2025 PEO Leadership Conference and led a roundtable, “Protecting What Matters: Cybersecurity Blind Spots for Executives and Families.” Leaders explored practical strategies to safeguard businesses and loved ones from evolving threats, ensuring resilience and peace of mind in an increasingly complex digital world.
Austin, TX
Microsoft Head Office | Toronto, ON
A small, intimate setting made for real dialogue. Leaders sharing ideas and asking big questions about AI and Copilot. The highlight? A customer joined us to share their story, sparking honest conversations and practical insights on turning AI into impact.
Chopped Steakhouse | Toronto, ON
An exclusive evening of vision and connection was held at Chopped Steakhouse in partnership with Women of Influence. Women entrepreneurs and co-founders leading at scale gathered for candid conversations on leadership, innovation, and the future of AI—all in an intimate setting designed for bold ideas and meaningful dialogue.
Microsoft Head Office | Toronto, ON
What a day! The coffee was hot, and the conversations were full of energy. We dove headfirst into AI—from “how do we start?” to “what’s next?”, the room was alive with bold strategies and real-world possibilities.
Microsoft Head Office | Toronto, ON
It was a rainy morning, but that didn’t stop leaders from showing up for AI, coffee, and great conversations. From curious questions to bold strategies, the room was filled with ideas on how to turn AI and Copilot into real business impact.
The Glencoe Club | Calgary, AB
CEOs and senior executives gathered at The Glencoe Club for a breakfast focused on profitable growth. Hosted by MacKay CEO Forums, MNP, Fort Capital, the CFO Center, and ProServeIT, the session explored how to navigate inflation, tariffs, and market challenges while leading with clarity and confidence into 2025.
Virtual
Trailblazing leaders came together for an inspiring 1-hour virtual session spotlighting The CEO Magazine’s Top 50 Women Over 50. The conversation celebrated Canadian women redefining leadership, sharing bold insights, lived experiences, and the momentum that comes with age and ambition.
Terminal City Club | Vancouver, BC
CEOs & senior executives gathered at Vancouver’s Terminal City Club for a breakfast focused on profitable growth. Hosted by MacKay CEO Forums, MNP, Fort Capital, the CFO Center, and ProServeIT, the session offered insights on navigating economic challenges and leading with confidence into 2025.
Virtual
Attendees tuned in for a hands-on walkthrough of Microsoft 365 Copilot in action. From Teams to Outlook, the session spotlighted how AI is reshaping productivity and shared expert tips on crafting prompts that deliver real results.
Microsoft Head Office | Toronto, ON
Executives gathered for an exclusive in-person session focused on unlocking efficiency with AI and Microsoft Copilot. Strategic insights, real-world use cases, and data-driven decision-making took center stage.
Canoe Restaurant | Toronto, ON
Toronto’s top executives gathered at Canoe for an exclusive evening of bold ideas and fine dining. The Salon dinner sparked high-level conversations on optimizing technology spend in uncertain times, blending elite perspectives with award-winning cuisine and stunning skyline views.
Virtual
Attendees tuned in for a hands-on walkthrough of Microsoft 365 Copilot in action. From Teams to Outlook to PowerPoint and more, the session spotlighted how AI is reshaping productivity and shared expert tips on crafting prompts that deliver real results.
Microsoft Head Office | Toronto, ON
Business leaders came together to explore how AI and Copilot can drive smarter decisions and lasting value. The executive briefing session featured practical use cases and actionable strategies for integrating AI into daily operations.
Virtual
Attendees joined a dynamic virtual session to see Microsoft 365 Copilot in action across Teams, Outlook, Word, PowerPoint, and Excel. Live demos and prompting techniques revealed how to supercharge daily workflows.
Microsoft Head Office | Toronto, ON
Executives explored the future of AI-powered productivity in this high-impact session. From strategic adoption to smarter insights, the event delivered tools to help organizations do more with less.
Microsoft Head Office | Toronto, ON
In celebration of International Women’s Day, attendees came together to donate workwear, hear inspiring stories from women in tech, and spark empowering conversations that made a lasting impact.
Virtual
Participants explored how Microsoft 365 Copilot can elevate everyday productivity. With live demos and expert prompting techniques, the session offered a clear path to working smarter.
Microsoft Head Office | Toronto, ON
Industry leaders gathered at Microsoft’s Toronto HQ to dive into the future of work. Co-hosted by ProServeIT, Microsoft, Meta, and LineZero, #Empower2025 featured keynotes, workshops, and demos that sparked innovation and connection.
Virtual
Global attendees joined the 6th annual #Empower2025 virtual conference to explore how technology is shaping tomorrow’s workplace. Role-specific sessions, interactive workshops, and an AI keynote delivered fresh strategies for tech adoption.
Valbella At The Park | New York City, NY
ProServeIT and Microsoft hosted an exclusive dinner at Valbella At The Park in NYC, uniting executives and IT leaders for a night of Northern Italian cuisine and meaningful dialogue.
Discussions spanned GenAI, Mixed Reality, and shared industry experiences, sparking lasting connections and high-energy exchanges.
Microsoft Head Office
In 2024, Microsoft and ProServeIT held 10 exclusive AI & Copilot Executive Briefings in cities like Toronto, Boston, and Vancouver. These sessions offered strategic insights, live demos, customer stories, and networking opportunities to help businesses leverage AI and Copilot for greater efficiency and innovation.
Virtual
In 2024, ProServeIT hosted weekly virtual briefings to help organizations adopt Microsoft 365 Copilot. With over 1,500 registrants, these sessions featured persona-based demos and bonus content, showcasing practical Copilot use cases across Teams, Outlook, Word, PowerPoint, and Excel.
