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Explore Our Tech Events

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.

Join Us at Our Upcoming Events

Connect with industry experts and peers at our in-person and virtual events. Take part in hands-on workshops and engaging discussions that will enhance your skills, strengthen your strategies, and help you confidently navigate the ever-evolving tech landscape.

AI & Copilot EBS

JANUARY 14, 2026

 

   Microsoft's Head Office | Toronto,ON
    9:00 AM - 1:00 PM EST

Start the year by exploring how AI can transform your organization. This intimate session at Microsoft Toronto gives executives and IT leaders a clear roadmap for leveraging AI automation and Copilot to boost productivity and innovation. Walk away with actionable insights to set the tone for 2025.

Healthcare AI & Copilot EBS

JANUARY 21, 2026

 

   Microsoft's Head Office | Toronto,ON
    9:00 AM - 1:00 PM EST

Healthcare leaders, this one’s for you! Explore how AI and Copilot can streamline patient care, automate administrative tasks, and empower your team to focus on what matters most—better outcomes. Hear real stories, share ideas, and leave with strategies to transform your organization.

#EMPOWER2026

JANUARY 28, 2026

    Virtual
    11:00 AM - 2:00 PM EST

Join a community of nonprofits at #Empower2026 to explore how AI can scale your mission and strengthen the values that drive your work. This year’s theme—Human Purpose Meets AI—dives into the intersection of technology and humanity through three subthemes: Automation, Connection, and Collaboration.

The Salon Dinner

JANUARY 29, 2026

    Canoe Restaurant | Toronto, ON
    6:00 PM - 8:00 PM EST

Join a private, off‑the‑record dinner where executives swap real stories on optimizing tech investments without losing sight of business priorities—think cost control, managed services, and getting more from IT. Set 54 floors up with iconic views, Canoe’s contemporary Canadian cuisine makes the conversation (and the evening) unforgettable.

The Salon Dinner

FEBRUARY 10, 2026

    L'Abattoir | Vancouver, BC
    6:00 PM - 8:00 PM PST

In Gastown’s historic setting, this invitation‑only dinner brings candid peer dialogue on AI and tech strategy—what’s working, what isn’t, and where to invest next. L’Abattoir’s Michelin‑recommended, French‑influenced West Coast cuisine sets the tone for sharp ideas and genuine connections.

AI & Copilot EBS

FEBRUARY 11, 2026

 

   Microsoft's Head Office | Toronto,ON
    9:00 AM - 1:00 PM EST

Love efficiency this February with AI! This session helps leaders cut through the noise and see where AI fits in their business. Discover practical use cases for AI automation & Copilot, share experiences with peers, and gain clarity on how to lead confidently in the AI era.

The Salon Dinner

FEBRUARY 12, 2026

    Rouge | Calgary, AB
    6:00 PM - 8:00 PM MST

Gather for a focused conversation on aligning technology spend with business outcomes. Share experiences, challenge assumptions, and leave with ideas you can act on. Hosted in Rouge’s restored Victorian estate with garden‑to‑table cuisine, it’s the perfect backdrop for big thinking.

AI & Copilot EBS

MARCH 11, 2026

 

   Microsoft's Head Office | Toronto,ON
    9:00 AM - 1:00 PM EST

Step away from your day-to-day and explore how AI can fuel growth. At this executive briefing, you’ll see how AI automation and Copilot simplifies workflows, accelerates decision-making, and sparks innovation. Leave with fresh ideas to move your business forward.

AI & Copilot EBS

APRIL 15, 2026

 

   Microsoft's Head Office | Toronto,ON
    9:00 AM - 1:00 PM EST

Join us at Microsoft Toronto to learn how leaders are automating their business processes with AI and using Copilot to save time, improve collaboration, and drive measurable results. Share stories, ask questions, and leave with a clear plan for your organization.

AI & Copilot EBS

May 13, 2026

 

   Microsoft's Head Office | Toronto,ON
    9:00 AM - 1:00 PM EST

AI is reshaping the business landscape. This session equips you with the tools and insights to stay ahead. Explore AI automation, Copilot’s capabilities, hear what’s working for other executives, and discover how to lead with confidence in a rapidly evolving digital world.

AI & Copilot EBS

June 10, 2026

 

   Microsoft's Head Office | Toronto,ON
    9:00 AM - 1:00 PM EST

AI success starts with clarity. This briefing helps you identify where AI and Copilot fits into your strategy and how to turn ideas into action. Connect with peers, learn proven approaches, and leave ready to drive transformation across your organization.
  • Empower Event
  • EmpowerWomen Event (3)
  • EmpowerWomen Panel Event
  • Security MSFT Event
  • Eric Speaker Event
  • Jaime Speaker EBS Event
  • EmpowerWomen Event (2)
  • EBS Event
  • Empower2025 MSFT Event

Past Event Highlights

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.

AI & Copilot EBS

DECEMBER 3, 2025

    Microsoft Head Office | Toronto, ON


We wrapped up 2025 with our final executive briefing of the year, showing leaders how to get started with automating processes with AI and Copilot. Attendees left confident and ready to drive innovation and efficiency into the future.

PEO Leadership Conference

NOVEMBER 19-20, 2025

    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.

CEG Leadership Conference

NOVEMBER 5-7, 2025

    Austin, TX


ProServeIT proudly sponsored the Chief Executive Group Leadership Conference and led a roundtable, “Small Moves, Big Wins: How Strategic Technology Investments Create Competitive Advantage.” Leaders learned how high-impact, low-complexity initiatives like AI can deliver quick wins, measurable ROI, and drive long-term transformation.

AI & Copilot EBS

NOVEMBER 5, 2025

    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.

WOI Dinner

NOVEMBER 4, 2025

    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.

AI & Copilot EBS

OCTOBER 8, 2025

    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.

AI & Copilot EBS

SEPTEMBER 25, 2025

    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.

Profitable Growth Strategies

SEPTEMBER 18, 2025

    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.

The 100 Year Life

AUGUST 13, 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.

Profitable Growth Strategies

JUNE 25, 2025

    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.

Microsoft Copilot Briefing

JUNE 12, 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.

AI & Copilot EBS

MAY 29, 2025

    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.

The Salon Dinner Toronto

MAY 22, 2025

    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.

Microsoft Copilot Briefing

MAY 15, 2025

    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.

AI & Copilot EBS

APRIL 29, 2025

    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.

Microsoft Copilot Briefing

APRIL 17, 2025

    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.

AI & Copilot EBS

MARCH 26, 2025

    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.

#EMPOWERWOMEN

MARCH 24, 2025

    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.

Microsoft Copilot Briefing

MARCH 20, 2025

    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.

#EMPOWER2025: Future of Work

FEBRUARY 4, 2025

    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.

#EMPOWER2025: Future of Work

JANUARY 30, 2025

    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.

Future of Work Dinner

JANUARY 28, 2025

    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.

AI & Copilot EBS 2024

MONTHLY SESSIONS | 2024

    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.

Microsoft Copilot Briefing 2024

WEEKLY SESSIONS | 2024

    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.

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