Understanding & Maximizing Advanced Capabilities with Microsoft 365 E5

Jun 17, 2025 1:30 PM2:30 PM EDT

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Event Description

Join us to explore how Microsoft 365 E5 unlocks powerful, built-in security tools to protect your organization and prepare for AI-powered productivity. Whether you're upgrading from E3 or looking to fully leverage your existing E5 investment, this session will show you how to maximize value and readiness.

Discussion Topics

  • From Productivity to Protection: How Microsoft 365 E5 Redefines Value Beyond E3
    • A comprehensive look at the evolution from earlier Microsoft 365 versions to E5—highlighting the shift from collaboration-focused tools to a robust security, compliance, and analytics platform.
  • Modern Threats, Modern Defenses: What E5 Solves That Legacy Plans Couldn’t
    • Explore how E5 addresses advanced security challenges through integrated tools like Defender for Endpoint, Identity Protection, and Zero Trust capabilities that weren’t available—or unified—in previous SKUs.
  • The Compliance Advantage: Meeting Regulatory Demands with E5’s Built-In Governance Tools
    • Analyze how Microsoft Purview, Insider Risk Management, and advanced auditing provide critical support for organizations navigating today’s global compliance landscape.
  • E5 in Practice: Real-World Challenges of Adoption, Implementation, and Change Management
    • Discuss the common friction points in upgrading to E5—licensing clarity, stakeholder buy-in, and user enablement—and how organizations can overcome them.
  • Proving the ROI of E5: Cost Consolidation, Risk Reduction, and Strategic Justification
    • Delve into how IT leaders can build a business case for E5 by quantifying reduced third-party tool spend, minimized breach risk, and increased operational efficiency.

Event Partners

Insight Enterprises

Insight Enterprises, Inc. is a Fortune 500 solutions integrator helping organizations accelerate their digital journey to modernize their business and maximize the value of technology. Insight’s technical expertise spans cloud and edge-based transformation solutions, with global scale and optimization built on 33+ years of deep partnerships with the world’s leading and emerging technology providers.

Guest Speaker

Dean Gross LinkedIn

Identity and Security Architect at Insight Enterprises

Identity and Security Architect working with SharePoint, Microsoft 365, and Azure. He has over 25 years of diverse business experience encompassing all aspects of system architecture and administration, application development and business process improvement. In the Insight Cloud Security Practice, he is responsible for helping clients plan and implement Entra, Microsoft Sentinel, the Defender for Cloud workload plans and related security and compliance products in the M365 suite which include Defender for Office 365, Endpoint, Identity and Cloud Apps as well as the Microsoft Purview suite of products and services.

Greg Irwin LinkedIn

Co-Founder, Co-CEO at BWG Strategy LLC

BWG Strategy is a research platform that provides market intelligence through Event Services, Business Development initiatives, and Market Research services. BWG hosts over 1,800 interactive executive strategy sessions (conference calls and in-person forums) annually that allow senior industry professionals across all sectors to debate fundamental business topics with peers, build brand awareness, gather market intelligence, network with customers/suppliers/partners, and pursue business development opportunities.

Event Moderator

Dean Gross LinkedIn

Identity and Security Architect at Insight Enterprises

Identity and Security Architect working with SharePoint, Microsoft 365, and Azure. He has over 25 years of diverse business experience encompassing all aspects of system architecture and administration, application development and business process improvement. In the Insight Cloud Security Practice, he is responsible for helping clients plan and implement Entra, Microsoft Sentinel, the Defender for Cloud workload plans and related security and compliance products in the M365 suite which include Defender for Office 365, Endpoint, Identity and Cloud Apps as well as the Microsoft Purview suite of products and services.

Greg Irwin LinkedIn

Co-Founder, Co-CEO at BWG Strategy LLC

BWG Strategy is a research platform that provides market intelligence through Event Services, Business Development initiatives, and Market Research services. BWG hosts over 1,800 interactive executive strategy sessions (conference calls and in-person forums) annually that allow senior industry professionals across all sectors to debate fundamental business topics with peers, build brand awareness, gather market intelligence, network with customers/suppliers/partners, and pursue business development opportunities.

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Aaron Conant

Co-Founder & Managing Director at BWG Connect


BWG Connect provides executive strategy & networking sessions that help brands from any industry with their overall business planning and execution.

Co-Founder & Managing Director Aaron Conant runs the group & connects with dozens of brand executives every week, always for free.


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What is BWG Connect?

BWG Connect provides executive strategy & networking sessions that help brands from any industry with their overall business planning and execution. BWG has built an exclusive network of 125,000+ senior professionals and hosts over 2,000 virtual and in-person networking events on an annual basis.
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