Skysecure

Active Directory Migration

One missed dependency can lock users out on cutover day. Skysecure finds it before the migration begins.

Skysecure maps applications, authentication flows, legacy dependencies and access policies before moving you to Microsoft Entra ID—with testing, rollback planning and business continuity built into the migration.

Live Migration
Identities synced: 0

On-Prem AD
Entra ID
Re-authenticated
Apps re-authenticated0
Microsoft

Microsoft Entra ID

You don't need a fragile identity system.You need every legacy dependencymapped first.

Active Directory has run enterprise identity for two decades. Moving off it isn't a platform swap - it's a full endpoint and application re-architecture, and most of the risk is invisible until an app quietly stops authenticating.

What it looks like from outside

A legacy line-of-business app that's authenticated via NTLM for a decade, untouched
A Group Policy setting nobody remembers the original reason for
A user principal name that doesn't quite match between on-prem AD and the cloud
A service account nobody documented, running a scheduled task no one wants to touch

What it actually is

An NTLM dependency that breaks outright once legacy authentication is retired - and Microsoft's retirement timeline isn't optional.
A Group Policy Preference with no direct Intune equivalent, requiring custom translation work most teams underestimate.
A UPN mismatch - one of the most common causes of SSO failures immediately after cutover.
A service principal gap - Entra ID requires registered service principals, and unregistered ones simply fail to authenticate.

Identity risk isn't the migration itself.
It's what's hiding in 20 years of AD.

What Skysecure's Active Directory Migration
actually covers

Skysecure platform

Skysecure ActiveDirectory Migration

AD to Entra ID modernization

Hybrid identity configuration

Legacy app & NTLM dependency mapping

Group Policy translation

Service principal registration

UPN & attribute reconciliation

Forest consolidation

M&A identity integration

Post-migration stabilization

1

Identity - not productivity workloads - is now ranked the number one source of risk in Microsoft 365 and cloud migrations.

Email is the easy part. Identity is where projects actually fail.

BitTitan / Channel Insider, 2026

3x

Higher cost of emergency remediation after a botched identity migration, versus proper upfront planning.

The rushed version isn't actually cheaper. It's deferred, with interest.

EPC Group 2026 Entra ID Migration Research

1

UPN and attribute mismatches remain the number one cause of SSO failures immediately after cutover.

One mismatched field, and nobody can log in.

Identity Migration Field Studies, 2025-2026

2026

The year legacy NTLM authentication retires - any app still hardcoded to it will simply stop working.

This isn't optional homework. It's a deadline.

Microsoft NTLM Retirement Announcement, 2026

What Skysecure Does For You

We don't just sync your identities. We resolve every legacy dependency first.

Anyone can run a directory sync tool. What prevents a legacy app from silently failing post-cutover is auditing every NTLM dependency, every Group Policy setting, and every service principal before migration - not discovering the gaps in production.

Microsoft Entra ID

Microsoft Entra ID

The Platform

Cloud identity, built for hybrid and pure-cloud environments.

  • Cloud-native identity platform used across hybrid and pure-cloud environments
  • Native SSO across Microsoft 365 and thousands of connected apps
  • Conditional access and MFA enforced at the identity layer
  • Built-in hybrid join support for phased, non-disruptive migrations
Skysecure

The Migration Team

Accountable for what the sync tool can't catch on its own.

  • Every NTLM dependency and legacy GPO mapped before an account moves
  • UPN and attribute mismatches resolved on a pilot group first
  • Legacy apps bridged or modernized, planned per app - not assumed to work
  • Cutover sequenced and stabilized, with a resolved identity estate handed off

Four disciplines. One resolved identity estate.

This is what "migrated properly" actually means in practice — not a sync job, but four disciplines working together.

1

Legacy Dependency Audit

Every NTLM-reliant app and Group Policy setting inventoried before migration, not discovered after cutover.

2

Hybrid Identity Strategy

A clear plan for which identities stay hybrid-joined and which move to pure cloud, with defined exit criteria.

3

Attribute Reconciliation

UPN and attribute mismatches resolved on a pilot group first, before they can cause SSO failures at scale.

4

Legacy App Modernization

Modern auth migration or an Entra Domain Services bridge, planned per app rather than assumed to just work.

We recommend the hybrid or pure-cloud identity strategy your environment actually needs — not the fastest sync for us.

What changes after Skysecure work

100%

Legacy Dependencies Audited Before Migration Begins

1

Pilot Group Validated Before Full-Scale Identity Sync

4

Weeks Of Active Stabilization Support Post-Cutover

0

Legacy Apps Left Without A Documented Resolution Path

What our customers say about our active directory migration

Legacy App Resolved

"We had a 15-year-old line-of-business app nobody understood anymore. Skysecure found its NTLM dependency before it would have broken in production."

IT Director

Manufacturing Company

Pilot First

"The pilot-first approach caught our UPN mismatches on 12 test accounts instead of 800 production ones."

Head of Infrastructure

Insurance Company

Forest Consolidation

"Our merger required consolidating two AD forests. It was the smoothest part of the entire acquisition."

CIO

Financial Services Firm

Questions business owners actually ask

Do we have to migrate everything to pure cloud immediately?

No. Most organizations run hybrid identity for 12-24 months, keeping legacy apps on AD Domain Services while modernizing gradually, rather than a disruptive big-bang cutover.

What happens to our Group Policy Objects?

Will our legacy line-of-business apps still work?

How do you prevent SSO failures after cutover?

Can Skysecure access data beyond identity objects?

How long does an AD to Entra ID migration take?

Your identity, modernized.Nothing broken along the way.

Tell us what's running today. We'll show you honestly which legacy dependencies pose real risk, and what it takes to resolve them.