Active Directory Fundamentals

Zero Trust architecture with Entra at the core

Zero Trust Architecture with Microsoft Entra at the Core

Zero Trust is not a product you “turn on.” It’s an operating model for security where every access request is treated as hostile until proven otherwise. The big shift is psychological and architectural: you stop trusting network location (VPN, office LAN, “inside”) and you start trusting verified identity + evaluated risk + enforced policy. In modern Microsoft environments, Microsoft Entra ID sits naturally at the center of that model because it can become the policy decision point in the path of access requests across cloud apps, SaaS, and hybrid workloads. :contentReference[oaicite:0]{index=0}

If you already run on-prem Active Directory (AD DS), think of Entra as the “control plane” that continuously evaluates whether a session should exist right now, while AD continues to provide foundational identity and authentication services for legacy and on-prem workloads. The goal isn’t to replace everything overnight—it’s to make Entra the place where access decisions are consistently expressed, measured, and improved.


The Core Zero Trust Loop

A useful mental model is a loop that repeats on every request:

  1. Verify explicitly: authenticate strongly and validate context (user, device, location, workload, session signals). :contentReference[oaicite:1]{index=1}
  2. Use least privilege: grant only the minimum access required, ideally just-in-time and just-enough. :contentReference[oaicite:2]{index=2}
  3. Assume breach: design as if credentials and endpoints will be compromised; limit blast radius and detect fast. :contentReference[oaicite:3]{index=3}

In Microsoft terms, Conditional Access is the policy engine that evaluates signals and applies controls (MFA, compliant device, session restrictions, block). Microsoft’s own documentation explicitly positions Conditional Access as a Zero Trust policy engine. :contentReference[oaicite:4]{index=4}


Reference Architecture: Entra in the Middle of Every Access Decision

A practical “Entra-core” Zero Trust architecture can be described as five concentric layers:

1) Identities (humans + workloads)

  • Human identities: employees, admins, partners, guests.
  • Workload identities: service principals, managed identities, automation accounts.
  • Identity risk: sign-in risk, user risk, anomalous behavior signals feeding into enforcement. :contentReference[oaicite:5]{index=5}

2) Devices (trustworthy endpoints)

  • Device inventory + posture (managed, compliant, healthy).
  • Conditional Access decisions that require compliant devices for sensitive access.

3) Apps and resources (what is being accessed)

  • Microsoft 365, Azure, SaaS apps, custom apps (OIDC/SAML), and selected on-prem apps via modern access patterns.
  • Per-app policies (not one global “allow”).

4) Privilege (admin and high-impact actions)

  • Role-based access with least privilege.
  • Just-in-time elevation with approvals, time boxing, and auditing via PIM. :contentReference[oaicite:6]{index=6}

5) Telemetry and response (prove it works)

  • Identity logs, risky sign-ins, audit logs, device signals.
  • Integration with detection tools and a SIEM workflow.

The key design rule is simple: put Entra in the path of every access request you can, then move enforcement outward (devices, apps, data) in prioritized waves. :contentReference[oaicite:7]{index=7}


How Entra Implements Zero Trust Controls

Conditional Access: your “policy as code” gate

Conditional Access evaluates signals such as user/group, device state, location, app, risk, and authentication strength, and then enforces controls. Start with “report-only” policies to measure impact before enforcing. Planning guidance from Microsoft stresses careful design to avoid lockouts and unintended outages. :contentReference[oaicite:8]{index=8}

A baseline set of Conditional Access policies (commonly used in mature environments) looks like this:

  • Block legacy authentication (basic auth protocols) wherever possible.
  • Require MFA for admins and for high-risk sign-ins.
  • Require compliant device for privileged portals and sensitive apps.
  • Step-up authentication for sensitive actions via authentication strength.

Conditional Access also supports “authentication strengths” to control which auth methods are acceptable for specific scenarios (for example, phishing-resistant methods for admin actions). :contentReference[oaicite:9]{index=9}

Identity Protection: risk-informed enforcement

Entra ID Protection detects identity-based risks and can feed those signals into Conditional Access decisions (for example, requiring password reset or blocking access at a given risk threshold). :contentReference[oaicite:10]{index=10}

Privileged Identity Management: eliminate standing admin

PIM reduces the “always-admin” problem by enabling eligible roles, time-bound activation, approvals, and auditing for privileged actions across Entra roles, Azure roles, and other connected resources. :contentReference[oaicite:11]{index=11}

Identity Governance: make access expiration normal

Many breaches are “access that should have expired but didn’t.” Identity governance practices (like periodic reviews and entitlement hygiene) turn access into something that must be continuously justified, not permanently granted. :contentReference[oaicite:12]{index=12}


Hybrid Reality: Where On-Prem AD Still Matters

Most organizations can’t “cloud-only” everything immediately. AD DS still provides critical services for Windows logon, Kerberos/NTLM dependencies, legacy apps, and on-prem authorization models. The Zero Trust goal in a hybrid environment is: keep AD stable and hardened, while moving access policy expression and enforcement to Entra for cloud and modern access paths.

If you’re mapping the hybrid boundary, these supporting reads provide the conceptual scaffolding:

As you modernize access, also treat detection as a first-class design requirement: Microsoft Defender for Identity: A comprehensive overview is a strong primer on instrumenting AD and hybrid identity signals.


Design Principles for an Entra-Core Zero Trust Program

1) Make identities the first choke point

Network controls are still useful, but identity controls scale better because they follow the user to any device and any location. Prioritize hardening and policy coverage for:

  • Admin roles and privileged portals
  • Remote access and SaaS apps
  • Guest and partner access

Guest access is a common weak spot. If external collaboration is part of your reality, align guest lifecycle + Conditional Access early: Managing guest access safely with Microsoft Entra .

2) Separate “authentication” from “authorization” in your thinking

Authentication answers “who are you?” Authorization answers “what can you do right now?” Zero Trust improves both, but most quick wins come from tightening authorization decisions via Conditional Access, role hygiene, and time-bound privilege.

3) Treat privileged access as a different species

Admin access should look and feel different:

  • Dedicated admin accounts
  • Phishing-resistant MFA for elevation
  • JIT activation via PIM
  • Stronger device requirements for admin portals
  • Higher logging retention and faster alerting

4) Reduce blast radius intentionally

“Assume breach” becomes real when you constrain what a compromised identity can touch:

  • Segment apps by sensitivity and apply escalating policy
  • Use separate admin paths and limit cross-scope privilege
  • Minimize trust transitivity in AD and document trust boundaries

Implementation Roadmap (Practical, Low-Drama)

Phase 0: Inventory and safety rails

  • Identify break-glass accounts (and secure them appropriately)
  • Baseline sign-in patterns and app usage
  • Turn on logging pipelines (Entra sign-in/audit logs → SIEM if available)

Phase 1: Secure administrators first

  • Require MFA for all admin roles
  • Deploy PIM for role activation
  • Require compliant devices for admin portals
  • Use authentication strengths for high-risk actions

Phase 2: Secure the workforce (the 80/20)

  • Block legacy auth
  • Require MFA where risk or sensitivity demands it
  • Introduce device compliance requirements for critical apps
  • Apply location and session controls thoughtfully (avoid “VPN = trusted” shortcuts)

Phase 3: Secure guests and partners

  • Guest-specific Conditional Access policies
  • Guest lifecycle hygiene: sponsorship, expiration, periodic review
  • Least-privileged collaboration scopes

Phase 4: Extend to workloads and automation

  • Reduce secrets where possible (managed identities)
  • Constrain service principals and app permissions
  • Monitor anomalous workload sign-ins

Phase 5: Continuous improvement (the “architecture” part)

  • Policy coverage reviews (which apps are not covered by Conditional Access?)
  • Regular privileged access reviews
  • Tabletop exercises: “If this admin account is compromised, what’s the blast radius?”
  • Iterate based on incidents, not opinions

Common Mistakes (and How to Avoid Them)

Mistake 1: “We have MFA, so we’re Zero Trust.”

MFA is necessary, but Zero Trust is about conditional enforcement: risk, device posture, app sensitivity, session control, and privilege governance. MFA alone doesn’t stop token theft, rogue devices, or standing admin sprawl.

Mistake 2: Trusting VPN as the new perimeter

VPN solves reachability, not trust. Zero Trust assumes the network is hostile and relies on identity + policy, which works whether the user is on Wi-Fi, VPN, or mobile.

Mistake 3: Rolling out Conditional Access without a lockout plan

Use report-only, test with pilot rings, document exceptions, and protect break-glass accounts. Conditional Access planning guidance exists for a reason. :contentReference[oaicite:13]{index=13}

Mistake 4: Ignoring on-prem trust boundaries

Hybrid Zero Trust fails if AD trust relationships, privileged groups, and legacy authentication paths remain “implicitly trusted.” Review and harden those boundaries as part of the program (not as a separate project).


What “Good” Looks Like

An Entra-core Zero Trust posture is visible in day-to-day operations:

  • Most apps are covered by Conditional Access policies; exceptions are rare and justified.
  • Admins have eligible roles, activate just-in-time, and privileged actions are strongly authenticated and logged.
  • Device posture matters for sensitive access; unmanaged endpoints have sharply limited reach.
  • Identity risk signals drive adaptive enforcement (step-up, block, reset).
  • Guest access is governed (not “invite and forget”).

The payoff isn’t just “more security.” It’s predictable security: clear rules, measurable coverage, and faster containment when something goes wrong.


Quick Checklist: First 10 Moves

  1. Identify and secure break-glass accounts
  2. Turn on sign-in and audit log retention + pipeline
  3. Require MFA for admins
  4. Enable PIM for privileged roles
  5. Block legacy authentication
  6. Adopt report-only Conditional Access for baseline policies
  7. Require compliant devices for admin portals
  8. Implement risk-based Conditional Access (where licensed/available)
  9. Create guest-specific access policies
  10. Review AD trusts and privileged group sprawl in hybrid environments
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