Vacation season exposes a SAM risk most enterprises never plan for. A vendor sent a True-Up request on a Tuesday. Moderate ask, tight window. The person who owned the software asset management position was in Costa Rica until the following Monday….
Microsoft Copilot ROI Reality Check: Why Enterprises Are Backing Out.
Over the past several months, I’ve had the same conversation with multiple large organizations. They adopted Microsoft Copilot with genuine enthusiasm, assigned licenses, ran internal communications, and waited for productivity gains to show up. For most of them, the gains never…
AI Spend Governance Starts With Token Consumption.
Real life scenario: a $500,000 charge landed on an invoice from a single query run without guardrails. The team had no visibility until after the fact. The vendor refunded most of it, but not all. This story came up in three…
When “More Licenses” Creates More Microsoft Compliance Risk.
A company discovers gaps in its Microsoft licensing position, so the response feels obvious: Buy more CALs. Usually Device CALs. Sometimes User CALs. Often far more than the environment appears to require. The assumption is simple: if the organization owns more…
Microsoft EA Renewal Negotiation: The 30-Year Playbook.
I spent 8 years inside Microsoft selling the Enterprise Agreement before I started helping clients negotiate against it. The Microsoft EA renewal negotiation playbook has not changed in 30 years. Every renewal walks into the same machine. Most clients do not…