365 Leadership Summit

AI-First Microsoft Digital Transformation Event for Business Leaders & Change Influencers

Leaders & Change Champions

Tuesday, March 30, 2027

Gaylord Pacific Convention Center, San Diego

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Unlike other Microsoft business technology events, there’s no product training, expo halls, or power users. The 365 Leadership Summit cuts through the noise, focusing on the “why” behind digital transformation decisions instead of “how” to use and implement Microsoft solutions.

  • BUSINESS-CENTRIC: Every session connects real business challenges with actionable strategies, not product training.
  • EXCLUSIVE ACCESS: A limited-capacity event (<100) for an unparalleled Microsoft business technology event.
  • REAL-WORLD RESULTS: Hear directly from peers who have successfully navigated Microsoft-powered transformation.
  • ENGAGING FORMAT: Roundtable discussions, intentional network opportunities, and expert-led panel discussions.
  • NETWORK WITH PEERS: Connect with other innovative leaders and influencers facing similar challenges.
  • FUTURE-FOCUSED: Explore how AI is shaping the future of work and strategies for embracing and leading change.
  • BUSINESS-CENTRIC: Every session connects real business challenges with actionable strategies, not product training.
  • EXCLUSIVE ACCESS: A curated, limited-capacity event for 100 leaders for an unparalleled Microsoft business technology event.
  • GET REAL-WORLD INSIGHTS: Hear peers share real-world success stories of Microsoft-powered transformations.
  • FUTURE-FOCUSED: Explore how AI is shaping the future of work and strategies for embracing and leading change.

“I got more value out of the first half-day of the 365 Leadership Summit event than I have from any other event in the past 3 years.”

Conor S., Revenue Operations Manager | Healthcare Sector

“I’ve attended multiple sessions delivered by C5 Insight along with our COO and CIO. Their sessions have transformed Microsoft’s technologies into leadership assets for us, guiding our company-wide innovation. Their events are invaluable.”

Travis Mlakar, CEO | Millcraft Paper Company

“For business leaders seeking transformative digital strategies with Dynamics 365 and SharePoint, I recommend C5 Insight’s sessions without reservation. Their expert content has consistently empowered our business and technology leaders to drive successful change. I eagerly anticipate the 365 Leadership Summit.”

Rick Fraumann, Vice President of Sales | Texas Disposal Systems

The knowledge C5 Insight shares in their sessions goes beyond basic SharePoint and CRM training. They provide strategies that have helped us re-think processes, drive adoption, get leadership buy-in, improve governance, project management and more.”

 John O’Connell, CIO | Silver Oak Cellars

Who Attends 365 Leadership Summit?

ORGANIZATIONAL LEADERS

Your strategic decisions shape your organization’s digital future.

At this summit, you’ll discover the ROI of business technology, practical approaches to ensure your technology investments align with business goals, and actionable strategies for successfully leading digital transformations.

INNOVATION INFLUENCERS

You’re a catalyst for change, championing digital transformation and its potential.

At this summit, you’ll learn strategies for amplifying your voice, overcoming stakeholder resistance, and inspire adoption throughout your organization—even if you aren’t the ultimate decision-maker.

Important Note: The 365 Leadership Summit is for organizations leveraging or interested in Microsoft business solutions, not Microsoft solution integration partners.

Register now to secure your seat next to forward-thinking peers, as space is limited.

2025 Leader Spotlight

Past 365 Leadership Summit Agenda (2025)

Thursday (Full-Day)

07:45 AM - 08:55 AM

REGISTRATION & NETWORKING BREAKFAST

10:30 AM - 10:45 AM

MORNING BREAK

10:50 AM - 11:40 AM

11:45 AM - 12:45 PM

01:00 PM - 01:55 PM

02:00 PM - 02:50 PM

02:55 PM - 03:10 PM

AFTERNOON BREAK

03:15 PM - 04:10 PM

4:15 PM - 5:00 PM

05:30 PM - 07:30 PM

NETWORKING RECEPTION

Friday (Half-Day)

08:30 AM - 09:00 AM

NETWORKING BREAKFAST

09:00 AM - 09:55 AM

10:00 AM - 10:55 AM

11:00 AM - 11:15 AM

MORNING BREAK

11:20 AM - 12:10 PM

12:15 PM - 12:30 PM

CLOSING COMMENTS & Grab n' go lunch boxes

An AI Success Story: Faster, Better Software Development Using AI

CASE STUDY Kenny Mullican, Chief Intelligence Officer | Paragon Films

A candid and insightful session exploring how AI has transformed his software development practices over the past year. From streamlining code generation and debugging to rethinking architecture and accelerating innovation, Kenny shares real-world lessons, successes, and roadblocks encountered while integrating AI tools into both legacy and modern development workflows.

Don’t Fall Behind.

Lead the Change.

AI is reshaping the way we work, and leaders are under pressure to make confident decisions fast in the face of constant change.

Join industry leaders at the 365 Leadership Summit to learn proven digital transformation strategies, hear real-world case studies, and network with like-minded peers who are embracing the AI-driven future of work.

2027 EVENT LOCATION

Gaylord Pacific Resort & Convention Center

1000 H St, Chula Vista, CA 91910