Free Microsoft 365 Readiness Assessment

Licensing is the microsoft 365 readiness assessment control area that defines expected configuration, ownership, supporting evidence, and review cadence. A reviewer should be able to confirm the current state from system exports, admin-console settings, monitoring records, tickets, and maintained documentation. For licensing, the relevant evidence usually includes collect invoices, tenant license assignments, Azure cost exports, project backlog, utilization metrics, and business impact assumptions. Review the related license utilization, reserved capacity, consumption forecast, run-rate variance, TCO, labor load, downtime model, migration dependency, then confirm which systems or users are affected, which logs prove the control is operating, and how exceptions are approved, tracked, and revisited. Common review sources include Microsoft 365 billing, Azure Cost Management, finance reports, PSA/ticketing reports, capacity dashboards, spreadsheet model.

Identity is the operating area where policy, configuration, monitoring, and support records need to agree with the actual environment. A reviewer should be able to confirm the current state from system exports, admin-console settings, monitoring records, tickets, and maintained documentation. For identity, the relevant evidence usually includes export user and role assignments, review inactive or guest accounts, compare MFA/Conditional Access coverage, and sample recent joiner-mover-leaver tickets. Review the related MFA enforcement, least privilege, RBAC, break-glass accounts, stale identities, SSO/SAML, sign-in logs, privileged access groups, then confirm which systems or users are affected, which logs prove the control is operating, and how exceptions are approved, tracked, and revisited. Common review sources include Microsoft Entra admin center, Active Directory Users and Computers, sign-in logs, audit logs, access reviews, PowerShell exports.

Security baseline is the technical and administrative control set used to prove this part of the environment is configured, maintained, and reviewed. A reviewer should be able to confirm the current state from system exports, admin-console settings, monitoring records, tickets, and maintained documentation. For security baseline, the relevant evidence usually includes compare deployed policy against an approved baseline, inspect exception lists, confirm endpoint/server coverage, and review last successful update timestamps. Review the related security baseline, policy inheritance, CIS/Microsoft baselines, tamper protection, sensor health, vulnerability exposure, exception management, then confirm which systems or users are affected, which logs prove the control is operating, and how exceptions are approved, tracked, and revisited. Common review sources include Group Policy Management Console, Intune, Microsoft Defender portal, vulnerability dashboards, patch reports, endpoint health exports.

Migration readiness are the microsoft 365 readiness assessment control area that defines expected configuration, ownership, supporting evidence, and review cadence. A reviewer should be able to confirm the current state from system exports, admin-console settings, monitoring records, tickets, and maintained documentation. For migration readiness, the relevant evidence usually includes collect invoices, tenant license assignments, Azure cost exports, project backlog, utilization metrics, and business impact assumptions. Review the related license utilization, reserved capacity, consumption forecast, run-rate variance, TCO, labor load, downtime model, migration dependency, then confirm which systems or users are affected, which logs prove the control is operating, and how exceptions are approved, tracked, and revisited. Common review sources include Microsoft 365 billing, Azure Cost Management, finance reports, PSA/ticketing reports, capacity dashboards, spreadsheet model.

Documentation is the operating area where policy, configuration, monitoring, and support records need to agree with the actual environment. A reviewer should be able to confirm the current state from system exports, admin-console settings, monitoring records, tickets, and maintained documentation. For documentation, the relevant evidence usually includes sample recent tickets and changes, verify approval and rollback records, compare documentation against production, and confirm named owners. Review the related SLA, RACI, change advisory review, rollback plan, runbook accuracy, configuration management, evidence repository, operational KPIs, then confirm which systems or users are affected, which logs prove the control is operating, and how exceptions are approved, tracked, and revisited. Common review sources include ticketing system, documentation portal, change calendar, asset inventory, monitoring alerts, configuration exports.

Monitoring is the technical and administrative control set used to prove this part of the environment is configured, maintained, and reviewed. A reviewer should be able to confirm the current state from system exports, admin-console settings, monitoring records, tickets, and maintained documentation. For monitoring, the relevant evidence usually includes inspect zone changes, resolver paths, DHCP scope utilization, alert thresholds, log retention, NTP synchronization, and monitoring coverage gaps. Review the related forwarders, secure dynamic updates, DHCP failover, reservations, lease scope utilization, syslog, SNMP, NetFlow, SIEM correlation, then confirm which systems or users are affected, which logs prove the control is operating, and how exceptions are approved, tracked, and revisited. Common review sources include DNS/DHCP consoles, SIEM, syslog server, network monitoring dashboards, packet captures, availability reports.

Ownership is the microsoft 365 readiness assessment control area that defines expected configuration, ownership, supporting evidence, and review cadence. A reviewer should be able to confirm the current state from system exports, admin-console settings, monitoring records, tickets, and maintained documentation. For ownership, the relevant evidence usually includes sample recent tickets and changes, verify approval and rollback records, compare documentation against production, and confirm named owners. Review the related SLA, RACI, change advisory review, rollback plan, runbook accuracy, configuration management, evidence repository, operational KPIs, then confirm which systems or users are affected, which logs prove the control is operating, and how exceptions are approved, tracked, and revisited. Common review sources include ticketing system, documentation portal, change calendar, asset inventory, monitoring alerts, configuration exports.

Testing is the operating area where policy, configuration, monitoring, and support records need to agree with the actual environment. A reviewer should be able to confirm the current state from system exports, admin-console settings, monitoring records, tickets, and maintained documentation. For testing, the relevant evidence usually includes sample recent tickets and changes, verify approval and rollback records, compare documentation against production, and confirm named owners. Review the related SLA, RACI, change advisory review, rollback plan, runbook accuracy, configuration management, evidence repository, operational KPIs, then confirm which systems or users are affected, which logs prove the control is operating, and how exceptions are approved, tracked, and revisited. Common review sources include ticketing system, documentation portal, change calendar, asset inventory, monitoring alerts, configuration exports.