Identity Architecture Notice: Adversary-in-the-Middle (AiTM) attacks have rendered legacy push-notification MFA completely ineffective.


Identity & Workspace Architecture

Your MFA is turned on.
Your workspace is still vulnerable.

Organizations that deployed MFA during COVID as their primary security uplift are now discovering that session token theft bypasses it entirely. We design phishing-resistant identity perimeters and Conditional Access frameworks for complex Microsoft 365 and Google Workspace environments.

POST /common/oauth2/v2.0/token HTTP/1.1
Host: login.microsoftonline.com
grant_type=refresh_token&client_id=1b730954-1685…
 
HTTP/1.1 200 OK
{“token_type”:”Bearer”,”scope”:”User.Read”,”expires…
[SESSION TOKEN INTERCEPTED: AITM PROXY SUCCESSFUL]
[BYPASSING MFA PUSH NOTIFICATION]
[ESTABLISHING PERSISTENCE]

The MFA Bypass Explainer

Watch: 90 Seconds

IT Director Resource

5 Signs Your M365 MFA Implementation Is Failing.

Are you using phishing-resistant MFA (FIDO2/passkeys) or just push notifications? Are legacy authentication protocols still enabled in Entra ID? Download the companion checklist to test your environment’s resistance to modern token theft.


The Identity Perimeter

Why your IT team can’t see the true attack surface.

The explosion of contractor and third-party access to corporate Microsoft 365 and Google Workspace environments has created an identity perimeter that most IT teams cannot govern.

AiTM & Token Theft

Phishing sites now act as real-time proxies. They pass the MFA push notification to the user, capture the resulting session token, and bypass the authentication flow entirely. Legacy MFA is functionally dead.

Contractor Sprawl

External contractors, agencies, and vendors are granted tenant access. Over time, these accounts are forgotten, lack MFA policies, and become the path of least resistance for attackers.

Policy Sprawl

Conditional Access policies in Entra ID are powerful but complex. A single misconfiguration or overlapping policy creates a backdoor for legacy authentication bypass, rendering your other controls useless.

The Reality Check

“Your users think they’re protected.”

“Your MFA is turned on. But you have 47 accounts using standard push-notifications with no number matching, 12 contractor accounts with no MFA at all, and Conditional Access policies that permit legacy authentication bypass. An AiTM attack against any of these accounts succeeds in under 60 seconds.”

“Your internal IT team or MSP knows how to fix this—but nobody has told them which of the 37 Conditional Access policy gaps is the critical path.”

Architectural Guidance

Workspace Security Diligence.

We architect the solution. Your MSP implements it. No scope creep. No conflict of interest.

Phase 1: Validation

Identity Posture Review

Investment
$4.5k – $6.5k

A structured 2–3 day assessment of your M365 or Google Workspace identity configuration to surface the critical vulnerabilities hidden from your dashboards.

  • Entra ID / Workspace config audit
  • Conditional Access & legacy auth check
  • Contractor & guest account inventory
  • Deliverable: Prioritised Findings Report

Core Engagement
Phase 2: Execution

Architecture & Remediation Roadmap

Fixed Fee
$20k – $35k

Full architecture review and remediation design. We build the exact, sequenced playbook your internal IT team or MSP needs to execute the uplift without breaking the business.

  • Phishing-resistant MFA migration plan
  • Conditional Access policy redesign
  • Privileged Identity Management (PIM) design
  • Board-level executive briefing deck

Book Architecture Review

Phase 3: Oversight

Identity Governance Retainer

Retainer
$3k – $5k / mo

We govern the perimeter so your identity posture never decays. We review configuration drift and approve all new access policies before your IT team deploys them.

  • Quarterly privileged & contractor review
  • Microsoft/Google security score monitoring
  • Pre-deployment policy validation

Independent CTO Services

Scope Your Architecture Review

Dean Kastelic

Dean Kastelic

Former Enterprise CISO & KPMG Director

Our execution methodology is strictly defined: Vyfority assesses, designs, and governs. We refer the actual implementation to your internal IT team or your existing managed service provider.

We do not implement. This prevents scope creep and ensures our architectural advice is entirely unconflicted.

“If you have recently migrated to the cloud, rely heavily on contractors, or deployed MFA prior to 2023, book a 30-minute briefing to discuss your exposure to token theft.”