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Assessment Checklist

Toolkit Asset

Standardize current-state review before architecture or proposal work

This checklist converts workshop inputs, tenant review and stakeholder needs into findings, risks, dependencies and proposal-ready actions.

InputsReviewFindingsActions

Executive Summary​

This checklist provides a standardized assessment structure for Microsoft 365, Azure, Security, Copilot and migration projects.

It is designed to support discovery workshops, current-state reviews, proposal preparation and consulting delivery planning.

Assessment Checklist FlowInputs to proposal-ready actions
01InputsWorkshops, tenant review, documents and stakeholder needs.
02Checklist ReviewBusiness, identity, M365, security, endpoint and migration readiness.
03FindingsStrengths, gaps, risks, dependencies and maturity signals.
04ActionsQuick wins, roadmap, proposal scope and implementation priorities.

Assessment Categories​

CategoryReview Area
BusinessObjectives, stakeholders, priorities
IdentityEntra ID, MFA, Conditional Access
Microsoft 365Exchange, Teams, SharePoint, OneDrive
SecurityDefender, Purview, DLP, Zero Trust
EndpointIntune, device compliance, endpoint protection
MigrationSource environment, target design, dependencies
Governanceownership, policy, lifecycle, operations

Business Assessment​

  • Business objective confirmed
  • Executive sponsor identified
  • Key stakeholders identified
  • Success criteria defined
  • Timeline expectation confirmed
  • Budget expectation confirmed
  • Business risk identified

Identity Assessment​

  • Entra ID tenant reviewed
  • MFA status reviewed
  • Conditional Access policies reviewed
  • Legacy authentication status reviewed
  • Privileged roles reviewed
  • Guest users reviewed
  • Access reviews configured

Microsoft 365 Assessment​

Exchange Online​

  • Mailbox count reviewed
  • Shared mailboxes reviewed
  • Mail flow reviewed
  • External forwarding reviewed
  • Anti-spam policy reviewed

Teams​

  • Teams creation policy reviewed
  • Guest access reviewed
  • External access reviewed
  • Inactive Teams reviewed
  • Ownerless Teams reviewed

SharePoint and OneDrive​

  • Site structure reviewed
  • External sharing reviewed
  • Permission model reviewed
  • Storage usage reviewed
  • Sensitive content reviewed

Security Assessment​

  • Secure Score reviewed
  • Defender deployment reviewed
  • Defender for Endpoint reviewed
  • Defender for Office 365 reviewed
  • Defender XDR reviewed
  • Purview readiness reviewed
  • DLP policies reviewed
  • Sensitivity labels reviewed

Endpoint Assessment​

  • Managed device inventory reviewed
  • Windows device status reviewed
  • macOS device status reviewed
  • Mobile device status reviewed
  • Intune enrollment reviewed
  • Compliance policies reviewed
  • Configuration profiles reviewed

Migration Assessment​

  • Source platform identified
  • User mapping reviewed
  • Domain strategy reviewed
  • Mailbox inventory reviewed
  • File inventory reviewed
  • Permission mapping reviewed
  • Migration tool strategy reviewed
  • Cutover risk reviewed

Governance Assessment​

  • Platform ownership defined
  • Security ownership defined
  • Business ownership defined
  • Change management process reviewed
  • Lifecycle policy reviewed
  • Exception process reviewed
  • Reporting model reviewed

Risk Classification​

Risk LevelDefinition
CriticalImmediate action required
HighHigh business or security impact
MediumImprovement required
LowOptimization opportunity

Output​

Assessment outputs should include:

  • Current State Summary
  • Risk Register
  • Gap Analysis
  • Licensing Recommendation
  • Technical Roadmap
  • Executive Summary
  • Next Action Plan

References​

  • Microsoft Cloud Adoption Framework
  • Microsoft Well-Architected Framework
  • Microsoft Security Adoption Framework
  • Microsoft Learn

한국어 요약​

이 문서는 Microsoft 365, Security, Endpoint, Migration, Governance 관점에서 assessment workshop을 준비하고 실행하기 위한 체크리스트입니다.

좋은 assessment는 단순한 현황 조사표가 아니라 executive summary, risk register, gap analysis, roadmap, licensing recommendation으로 이어져야 합니다. 특히 고객 환경에서는 tenant configuration, security control, adoption readiness, migration dependency를 함께 보아야 실제 제안서와 WBS로 연결됩니다.

Assessment Output Model​

OutputPurpose
Current State Summary현재 tenant, security, device, migration 상태 요약
Risk Register보안, 운영, 일정, 비용 리스크 분류
Gap Analysis목표 상태와 현재 상태의 차이
Roadmapphase, owner, dependency, timeline 정의
Executive Summary임원 보고용 핵심 메시지
Next Action Planworkshop 이후 실행 항목과 책임자

Search Keywords​

이 문서는 다음 검색 의도에 답합니다.

  • Microsoft 365 assessment checklist
  • M365 security assessment
  • Microsoft 365 readiness assessment
  • Copilot readiness checklist
  • tenant assessment workbook
  • Microsoft 365 진단 체크리스트
  • 보안 진단 체크리스트
  • Microsoft 365 컨설팅 assessment

Contact / Asset Request​

실제 workshop에서 사용할 editable assessment workbook, risk register, executive summary template이 필요하면 Contact and Asset Request를 통해 요청할 수 있습니다.