Tech Talk | Stop Overpaying for M365: Licensing Clarity, Cost Savings, and AI Readiness
Date: Thursday, February 26 at 11am PT / 2pm ET
Microsoft 365 licensing is full of hidden traps: mismatched SKUs, misunderstood entitlements, and cloud usage that quietly drives costs up, often without improving security or productivity. With an upcoming Microsoft 365 price increase on the horizon, now is the time to take a hard look at what you’re buying, what you’re using, and what you can optimize.
In this live Tech Talk, leading industry experts will break down the most common licensing pitfalls, look across organizations of every size, and share a practical approach to getting M365 licensing "right," from BP vs. E3 vs. E5 decisions to identifying where you’re over-licensed, under-licensed, or simply licensed incorrectly. They'll also connect licensing clarity to real cost outcomes, including how Azure and M365 optimization opportunities often emerge once entitlements and usage are aligned.
Finally, they’ll look at how the rapid rise of AI offerings (Copilot, Azure AI, Security Copilot, and new M365 AI SKUs) changes the licensing conversation, and how bundled strategies can help teams adopt AI responsibly with governance and security built in from day one.
Attendees will learn how to:
- Prepare for Microsoft’s upcoming pricing changes and feature additions for July 2026
- Make clearer licensing decisions using a simple decision framework
- Uncover savings opportunities and reduce waste while improving capabilities
- Plan AI adoption with the right licenses, guardrails, and security posture
Register now!
About the presenters:
John Ho, Lead Account Manager, TrustedTech
As a Lead Account Manager at TrustedTech, John Ho specializes in helping organizations optimize their Microsoft 365 ecosystems and strengthen their overall productivity as well as security posture. With deep expertise in M365 licensing as well as licensing solutions like Copilot, Defender, Intune, and Entra ID, John is dedicated to bridging the gap between basic productivity and advanced threat protection for businesses of all sizes. He is known for his proactive approach to IT strategy, frequently advising clients on how to build more resilient technology roadmaps. As a leading voice at TrustedTech, John empowers clients to maximize their cloud investments while staying ahead of an increasingly complex and evolving threat landscape. View LinkedIn profile
Andrew Ramos, Account Manager, TrustedTech
As an Account Manager at TrustedTech, Andrew Ramos specializes in helping organizations streamline their Microsoft 365 ecosystems and optimize complex renewal strategies. He has deep expertise in guiding clients through strategic licensing transitions, such as moving from M365 E3 to E5, while focusing on maximizing both security and productivity. Andrew is also a leading voice on Microsoft support frameworks, advising businesses on how to reduce costs and improve resolution times through more efficient service models. By bridging the gap between technical requirements and financial goals, he empowers his clients to make confident, high-impact decisions for their long-term technology roadmaps. View LinkedIn profile
John K. Waters, Editor in Chief, Converge360 Group
As Editor in Chief in the Converge360 group of 1105 Media, journalist and author John K. Waters manages leading news sites focused on worldwide technology trends, from artificial intelligence to the software development lifecycle.