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Passwordless and FIDO2

Windows Hello for Business, FIDO2 security keys, passkeys, and Authenticator passwordless rollout with helpdesk readiness. Delivered by DESSS with a documented 6-step workflow, named deliverables, and a 24-hour discovery response.

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MICROSOFT ENTRA

What does DESSS deliver for Passwordless and FIDO2

DESSS delivers Passwordless and FIDO2 on Microsoft Entra through the passwordless and fido2 rollout: current-state identity assessment; design and break-glass; report-only pilot; wave enforcement; legacy authentication shutdown; access review and operations. Each step closes with named deliverables you sign off before the next begins.

THE WORKFLOW

6 steps, start to finish

Every engagement follows a documented sequence, so you always know which stage the work is in and what closes it.

  • Current-state identity assessment — Weeks 1–2
  • Design and break-glass — Weeks 2–4
  • Report-only pilot — Weeks 4–6
  • Wave enforcement — Weeks 6–10
  • Legacy authentication shutdown — Weeks 9–12
  • Access review and operations — Ongoing
WHAT YOU GET

Named deliverables, signed off

Each step closes with deliverables you review and approve before the next one begins — progress you can audit rather than a status colour on a slide.

  • Identity inventory
  • Privileged access findings
  • Legacy auth report
  • Policy design
  • Break-glass procedure
  • Exclusion register
  • Pilot impact report
  • Sign-in analysis
  • Tuning decisions
  • Wave plan
HOW WE DELIVER

Inside the Passwordless and FIDO2 workflow

Identity change rolled out in report-only mode first, in waves, with break-glass access proven before any enforcement.

Step 01
Weeks 1–2

Current-state identity assessment

Accounts, groups, privileged roles, service accounts, delegation and legacy authentication use are inventoried for Passwordless and FIDO2, including the standing access nobody remembers granting.

Deliverables:

  • Identity inventory
  • Privileged access findings
  • Legacy auth report
Step 04
Weeks 6–10

Wave enforcement

Enforcement moves in waves — IT first, then departments — with helpdesk briefed for each wave and a documented rollback available at every stage of the Microsoft Entra rollout.

Deliverables:

  • Wave plan
  • Enforcement log
  • Helpdesk briefing
Step 02
Weeks 2–4

Design and break-glass

The target policy design is documented together with emergency access accounts, their exclusions, their monitoring and the exact conditions under which they may be used.

Deliverables:

  • Policy design
  • Break-glass procedure
  • Exclusion register
Step 05
Weeks 9–12

Legacy authentication shutdown

Legacy protocols and unmanaged access paths are identified, remediated application by application, then blocked — this is usually where the remaining real risk sits.

Deliverables:

  • Legacy usage report
  • Remediation log
  • Blocking policy
Step 03
Weeks 4–6

Report-only pilot

Policies run in report-only or audit mode against a pilot group so the real impact on sign-ins, applications and service accounts is measured rather than predicted.

Deliverables:

  • Pilot impact report
  • Sign-in analysis
  • Tuning decisions
Step 06
Ongoing

Access review and operations

Recurring access reviews, privileged activation approvals and alerting on emergency account use are handed over with a runbook and a review calendar.

Deliverables:

  • Access review campaigns
  • Operations runbook
  • Review calendar
HOW TO ENGAGE

Advice, delivery, or managed service

Engage DESSS at whatever depth the work needs — independent advice before budget is committed, full delivery against an agreed blueprint, or ongoing support from the team that built it.

Consulting & Advisory

Assessment, platform selection, business case, and roadmap — before you commit budget.

Implementation Services

Full delivery to an agreed blueprint, with weekly demos and named deliverables at every step.

Integration & Migration

Connecting and modernizing the systems the work depends on, with validated data and monitored interfaces.

Managed Support Services

Monitoring, incident handling, enhancements, and release management from the team that built it.

Also on Microsoft Entra

Passwordless and FIDO2 is most often delivered alongside these, in a phased roadmap that avoids rebuilding earlier work.

Entra ID Implementation

Tenant design, licensing (Free, P1, P2), custom domains, named locations, and authentication methods policy.

View module

Entra Connect and Cloud Sync

Directory synchronization, password hash sync, pass-through authentication, and seamless single sign-on from Active Directory.

View module

Conditional Access and MFA

A structured Conditional Access framework with break-glass accounts, device and risk conditions, report-only rollout, and phishing-resistant MFA.

View module

Entra ID Protection

Risk-based user and sign-in policies, risk detection tuning, and remediation workflows for compromised identities.

View module

Entra Privileged Identity Management PIM

Just-in-time role activation, approval workflows, access reviews, and the removal of standing global administrator access.

View module

Entra ID Governance

Entitlement management, access packages, access reviews, and lifecycle workflows for joiners, movers, and leavers.

View module
COMMON QUESTIONS

About Passwordless and FIDO2

A typical DESSS Passwordless and FIDO2 delivery runs 6 steps, with the final step reached around ongoing. Complex integrations, multi-entity scope, or regulated environments extend that — the discovery session produces a dated plan for your case rather than an average.

Every step closes with named deliverables — Access review campaigns, Blocking policy, Break-glass procedure, Enforcement log, Exclusion register, Helpdesk briefing, Identity inventory, Legacy auth report — so progress is visible, auditable, and reviewable rather than a status colour on a slide.

Yes. Integration with the systems your strong authentication depends on is designed early and delivered with validation, monitoring, and error handling, so failures are visible and recoverable.

No. Passwordless and FIDO2 is often delivered alongside the other Microsoft Entra products listed below, in a phased roadmap that avoids rebuilding earlier phases. DESSS sequences them so each phase stands on its own.

The consultants who implemented it. Managed support covers monitoring, incidents, enhancements, and release management under severity-based service levels.

GET STARTED

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Certified experts in cloud, AI, and security. Agile delivery, scalable architecture, and data-driven BI tools — serving clients globally.

Talk to a DESSS consultant about Passwordless and FIDO2 on Microsoft Entra. We respond to discovery requests within 24 hours.

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