
Copilot Cowork Automates Real Work. Predicting the Bill Is the Hard Part.
Copilot Cowork finishes multi-step Microsoft 365 work instead of just answering questions, but it bills separately through usage-based Copilot Credits MSPs should model first.

Nick is not just a CEO, he's a respected thought leader and influencer in the MSP space. Tens of thousands of MSPs learn through his YouTube channel, T-Minus365. Nick has been honored as a three-time Microsoft MVP for his educational content; his expertise and influence are the backbone of our mission, ensuring that you are in the best hands when it comes to security.
Nick joined Pax8 in 2017, where he would ultimately oversee product management for PSA and Microsoft integrations. Following his tenure at Pax8, Nick has continued to demonstrate his leadership prowess as an executive at various MSPs, culminating in his most recent role at Sourcepass.
Nick holds a Bachelor's Degree in Business Management from Florida State University, as well as a Minor Degree in Entrepreneurship. In his free time, Nick is an avid hiker, reader, and fitness-junkie.

Copilot Cowork finishes multi-step Microsoft 365 work instead of just answering questions, but it bills separately through usage-based Copilot Credits MSPs should model first.

June 2026 in Microsoft 365: Copilot Cowork and Work IQ reach general availability with usage-based billing, Microsoft Scout debuts as an always-on agent, and Entra tightens Conditional Access and SSPR.

Claude's Team and Enterprise plans ship SSO, workspace isolation, and kill switches for features like Claude Code and Cowork. Here is the console checklist to run before rollout.

Claude reaches corporate data through personal accounts, self-service connectors, and an Office extension. Here is how to find the exposure and set the integration up properly.

Users are pasting client data into AI tools nobody approved. Defender for Cloud Apps can already show you — here is the MSP playbook for turning it on and reading it.

May 2026 in Microsoft 365: Teams adds external user reporting and a Security Detection Report, SharePoint starts enforcing storage quotas, and Entra locks new app instances by default.

Copilot's default meeting recap is generic. With a custom summary template, every recorded Teams sales call can produce competitor flags, deal risks, and a signal-based win rate.

Teams disables file attachments in chats with external users by default. One Files Policy setting, changeable only through PowerShell as of May 2026, turns it back on.

The March 2026 Stryker breach wiped 80,000 devices through one compromised admin and Intune's own remote wipe. Multi Admin Approval, PIM, and break glass governance close that hole.

April 2026 in Microsoft 365: Calendar Agent and Legal Agent arrive in Copilot, Intune gets a Copilot removal policy, Windows 365 Business drops 20%, and Teams ships eleven updates.

Entra Backup and Recovery, in public preview since March 2026, gives Entra ID a five-day, tamper-proof rollback for groups, Conditional Access policies, and apps. The steps and the limits.

CloudCapsule's new Manage tier adds Quick Fixes, 100+ policy deployments, a reusable Policy Library, outcome-based Capsules, and Explorer, so multi-tenant M365 remediation happens in one place.