CloudPair Blog

Field notes for M365 & Exchange engineers

Practical playbooks from senior engineers — security assessments, migration sequencing, Copilot governance, and PowerShell patterns we actually use.

Security

Microsoft 365 Security Assessment Checklist (2026 Edition)

A practical checklist for running an M365 security assessment: identity, mail flow, Defender, Purview, Intune, and Secure Score remediation priorities.

May 12, 2026 · 9 min read
Messaging

Exchange Hybrid to Exchange Online Migration: A Senior Engineer's Guide

A field-tested playbook for migrating Exchange Server to Exchange Online — hybrid coexistence, mailbox moves, mail flow, and post-migration decommission.

April 22, 2026 · 12 min read
AI Readiness

Microsoft Copilot Readiness: Fixing Data Oversharing Before You Roll Out

Before enabling Microsoft 365 Copilot, audit SharePoint permissions, sensitivity labels, DLP, and guest access. A pre-rollout governance playbook.

March 15, 2026 · 8 min read
Security

Microsoft Defender for Office 365 vs. Proofpoint Email Security: A 2026 Comparison

Defender for Office 365 vs. Proofpoint Email Security compared for enterprise: sandboxing, URL protection, admin overhead, and Microsoft 365 fit.

June 10, 2026 · 10 min read