Jack Dillman

Jack Dillman

Principal Consultant – Spend Optimization Services | SHI

With over two decades of experience in Microsoft licensing and contract negotiations, Jack has built his career around advising and advocating for clients. In his role as a Principal Consultant, he collaborates directly with customers to enable transformation, deliver measurable value, and ensure their licensing strategies align with both business goals and cost efficiency.

Articles

M365 E7 is here! Here’s why Microsoft’s AI bet matters

March 9, 2026

Microsoft 365 E7 will position AI agents alongside human employees, creating a purpose-built AI management framework. Let’s talk about what it means — and how SHI can help.