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CC-CEM study plan

CC-CEM · Give each week a clear focus.

8 weeks · About 6 hours per week

Week 1

Cloud Email Architecture and Deployment Models & Email Authentication and Anti-Spoofing (SPF, DKIM, DMARC, ARC)

  • Map the four cloud email delivery topologies (MX-hosted gateway, API-to-API, hybrid connector, journaling) and write one paragraph on where SPF evaluation happens in each.

  • Trace a single inbound message hop-by-hop through a cloud gateway and annotate which component rewrites headers, which adds authentication results, and which applies policy.

  • List the DNS records a tenant needs at cutover (MX, SPF, DKIM selectors, DMARC, MTA-STS, TLS-RPT) and note the TTL strategy for each.

  • Explain how a connector or transport rule changes the envelope sender versus the header From, and why that matters for downstream SPF checks.

Your checkpoint

A one-page annotated message-flow diagram covering all four topologies, with the DNS record set for each deployment model listed beside it.

Week 2

Email Authentication and Anti-Spoofing (SPF, DKIM, DMARC, ARC)

  • Construct a working SPF record with include, ip4, and a ~all qualifier, then calculate the DNS lookup count by hand and confirm it stays at or under 10.

  • Generate a 2048-bit DKIM key pair, publish the selector, and verify a signed test message passes with the correct selector and fails with a wrong one.

  • Write a DMARC record at p=none with rua and ruf reporting, then describe the exact sequence to move to p=quarantine and p=reject.

  • Diagnose three common alignment failures: subdomain mismatch, third-party sender rewriting, and forwarded mail breaking SPF.

  • Explain how ARC seals preserve authentication results across forwarders and when a receiver should trust the chain.

Your checkpoint

A troubleshooting matrix of at least eight authentication failure symptoms mapped to root cause, fix, and the header field that confirms the diagnosis.

Week 3

Inbound Threat Protection (Phishing, BEC, Malware, URL and Attachment Sandboxing)

  • Compare impersonation, display-name spoofing, lookalike domain, and thread-hijacking BEC patterns and state the control that catches each.

  • Configure a URL-rewrite and time-of-click detonation policy and describe what happens to a link already delivered when the verdict flips to malicious.

  • Design an attachment sandbox policy that detonates Office macros, PDFs, and archives, and specify the hold-and-release behavior for each file type.

  • Build a quarantine policy set with end-user release rules, admin review, and notification cadence for phishing versus malware versus bulk.

  • Draft an allow-list governance rule that prevents a user-reported false positive from permanently bypassing sandboxing.

Your checkpoint

A written inbound policy specification covering URL rewrite, attachment detonation, quarantine tiers, and allow-list expiry rules, with the expected verdict for five sample message scenarios.

Week 4

Inbound Threat Protection (Phishing, BEC, Malware, URL and Attachment Sandboxing) & Outbound Security, DLP and Encryption

  • Create outbound DLP policies for at least three sensitive information types and test each against a sample message to confirm block, encrypt, or notify behavior.

  • Configure message encryption so that an external recipient can open an encrypted message without a tenant account, and document the recipient experience.

  • Set an outbound anti-spam and rate-limit policy that catches a compromised mailbox sending bursts, and describe the alert that fires.

  • Explain the difference between transport-rule encryption and client-side encryption and when each is appropriate.

Your checkpoint

A tested DLP and encryption runbook with three policy definitions, the observed outcome for each test message, and the recipient-side open procedure for encrypted mail.

Week 5

Data Residency, Privacy and Regulatory Compliance & Identity, Access Management and API Integrations

  • Map each data type handled by the mail system to a residency requirement and identify where mailbox, journal, and log data physically reside.

  • Draft a retention and eDiscovery policy that satisfies a stated legal hold scenario without over-retaining transient logs.

  • Configure conditional access so that mail clients and API integrations require compliant device or MFA, and test one blocked scenario.

  • Register an application for Graph or SMTP AUTH-based mail access, scope it to least privilege, and rotate its secret on a defined schedule.

  • Explain how service principals and managed identities differ for a mail-sending integration and which to prefer.

Your checkpoint

A residency and access control matrix listing data type, storage location, retention period, and the identity control protecting access to it.

Week 6

Logging, Monitoring, Incident Response and Forensics

  • Enable and query the audit and message-trace logs to reconstruct the full path of a delivered message including all policy hits.

  • Write a search that finds all messages from a suspected compromised account in the last 24 hours and exports the results for review.

  • Build an incident response playbook for a confirmed BEC: contain the mailbox, revoke sessions, purge delivered mail, and notify affected parties.

  • Define the forensic evidence to capture before remediation (headers, audit records, sign-in logs) and the order of operations.

  • Set up at least two monitoring alerts: one for a spike in authentication failures, one for a sudden outbound volume change.

Your checkpoint

An incident response playbook with a step-by-step BEC containment sequence and the exact log queries used at each step.

Week 7

Migration, Administration and Operational Governance & Cloud Email Architecture and Deployment Models

  • Plan a phased mailbox migration with a pilot batch, cutover criteria, and a rollback trigger for each phase.

  • Write the coexistence routing rules that keep mail flowing between source and target during a long migration window.

  • Draft an operational governance checklist covering change approval, policy exception review, and quarterly authentication posture review.

  • Document a domain cutover runbook including MX change timing, TTL lowering, and post-cutover validation checks.

Your checkpoint

A migration and cutover runbook with a phased schedule, coexistence routing table, rollback criteria, and a post-cutover validation checklist.

Week 8

Cloud Email Architecture and Deployment Models & Email Authentication and Anti-Spoofing (SPF, DKIM, DMARC, ARC) & Inbound Threat Protection (Phishing, BEC, Malware, URL and Attachment Sandboxing) & Outbound Security, DLP and Encryption & Data Residency, Privacy and Regulatory Compliance & Identity, Access Management and API Integrations & Logging, Monitoring, Incident Response and Forensics & Migration, Administration and Operational Governance

  • Take two full-length practice exams and log every missed question by domain to identify weak areas.

  • Re-drill the two lowest-scoring domains with targeted review of the specific failure symptoms already documented.

  • Recite the SPF lookup limit, DMARC policy progression, and quarantine tier behavior from memory without notes.

  • Review the troubleshooting matrix, DLP runbook, and incident playbook end to end to confirm each step is still accurate.

Your checkpoint

A scored practice-exam log with per-domain accuracy percentages and a prioritized list of remaining gaps with a fix action for each.

Milestones

Week 2: Can build, publish, and validate SPF, DKIM, and DMARC records for a test domain and correctly diagnose at least three alignment failures from headers alone.

Week 4: Inbound sandboxing and outbound DLP/encryption policies are written, tested against sample messages, and produce the expected verdicts.

Week 6: Can reconstruct a message's full delivery path from logs and execute a BEC containment sequence from the playbook without referring to external notes.

Week 8: Practice exams show at least 80% accuracy in domains 2 and 3 and no domain below 70%, with a written remediation list for any remaining gap.