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OpenLDAP to Active Directory Migration

Written by Cassa Niedringhaus on December 9, 2019

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IT admins with an OpenLDAP directory often examine their alternatives when deciding to migrate to another directory service.

Although it鈥檚 well-suited for environments, OpenLDAP can be difficult to master and doesn鈥檛 provide broad functionality in managing Mac and Windows systems.

Microsoft Active Directory (AD) likely comes to mind as an alternative because of its widespread popularity and comprehensive suite of Group Policy Objects, for example, but there are a host of variables to consider before switching to a legacy directory like that.

Let鈥檚 examine OpenLDAP and AD, how they differ, and why an IT admin might want to migrate from one to the other.

Understanding OpenLDAP Uses

OpenLDAP, an LDAP server implementation, is open-source and flexible, and its most common use is in authenticating users in *NIX environments. LDAP also serves as the preferred protocol for open-source systems like Kubernetes and Docker and infrastructure like Samba file servers and NAS appliances.

However, OpenLDAP poses challenges in implementation and maintenance because it requires a great deal of technical legwork. It鈥檚 flexibility is a double-edged sword because it can provide responsive solutions but is often not straightforward or intuitive.

Beyond that, OpenLDAP struggles in connecting to macOS, Windows, and other non-Linux devices, as well as web-based applications. Even though it鈥檚 easier to use with Linux, it still needs some manual configuration.

Understanding Active Directory Uses

Active Directory has reigned on-prem for upward of two decades, and with good reason.

Beyond its (Windows-focused) strength as a central source of truth for identity and access management (IAM), AD is appealing because of its suite of Group Policy Objects, or GPOs. IT admins can enforce GPOs to improve their enterprise鈥檚 security. These might include policies that grant administrator rights, terminate the use of system features, or install patches.

Similarly to OpenLDAP, however, AD struggles in connecting to non-Microsoft systems and web-based applications. It still has a ways to go to meet the SaaS and IaaS offerings around it.

Scoping Migration from OpenLDAP to Active Directory

There is a dearth of documentation on how to migrate OpenLDAP to AD. IT admins have reported challenges (examples ,  , and ) in migrating passwords without doing so in plaintext, which is, of course, against best practice recommendations.

Microsoft technicians using the company鈥檚 Active Directory Migration Tool (ADMT), as well as its User State Migration Tool (USMT). is a software package that supports Windows Server 2003, 2008, 2008 R2, 2012, and 2012 R2, and it instance that will need configuration prior to migration.

The simplest way to implement the migration is likely to export from LDAP via LDIF, massage the data to match with AD鈥檚 APIs, and then . However, that still won鈥檛 migrate passwords, so users will need to reset their passwords after migration.

This migration is not a process to be taken lightly, and IT admins should evaluate their needs and review other options before doing so. We鈥檒l examine these considerations in the following section.

Evaluating Directory Needs

IT admins should understand their technical needs and business goals and how a directory service can best match their technical environment before migrating to AD, which would lock them in on-prem infrastructure and Client Access Licenses (CALs).

Migrating from OpenLDAP to AD does not provide comprehensive benefits in today鈥檚 environment, particularly if a business uses Mac systems or cloud resources. Plus, a business currently using OpenLDAP likely has Linux devices, which AD is not designed to manage natively.

IT admins examining this decision might ask and answer in their evaluation, for example: 

  • What IT infrastructure priorities does the company have? 
  • Will an Active Directory implementation help the company reach those priorities more quickly than an OpenLDAP implementation?
  • What digital tools and applications are people using to get work done? 
  • What factor does the cloud play in moving the IT organization forward?

Other Directory Options

Another option for IT admins who are considering migrating off OpenLDAP is a cloud directory service. Vendor-neutral, platform-agnostic providers have emerged in the modern age and are designed to harmonize with a variety of systems, applications, files, and networks.

If you use OpenLDAP, you likely also have a need to secure Linux and non-Windows resources, so a neutral directory service would help you manage those resources. If you鈥檇 like to learn more about the concept, you can .

Cassa Niedringhaus

Cassa is a product marketing specialist at 探花大神 with a degree in Magazine Writing from the University of Missouri. When she鈥檚 not at work, she likes to hike, ski and read.

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