Why Active Directory Is Getting Harder to Manage—and How to Fix It

Written by Sean Blanton on February 21, 2025

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For years, Microsoft Active Directory (AD) ran the show in IT. It kept everything under one roof, made user management simple, and gave admins full control. But the tech landscape changed, and AD never quite caught up.

IT teams now deal with cloud apps, remote workers, and security threats that never stop. AD was built for a world where everything stayed on-prem, but that world no longer exists.

Admins fight sync failures, policy conflicts, and security holes hackers love to exploit. Meanwhile, Microsoft pushes Entra ID (formerly Azure AD) and IT leaders are left wondering if AD still fits into the future or if it’s time to move on.

If handling AD feels like holding a house of cards together, you’re not alone. This guide breaks down why AD became harder to manage and what IT teams can do about it. From eliminating manual work to tightening security, we’ll cover real solutions that work. Plus, we’ll show how JumpCloud helps IT teams move past AD’s limits without major disruptions.

Why IT Teams Are Struggling with AD

Active Directory once made life easier for IT teams. It kept user access, policies, and security under one roof. But the world moved on. Cloud apps, remote work, and hybrid IT threw a wrench into the system, and AD never quite caught up.

Hybrid and Multi-Cloud Environments Are Breaking Traditional AD

AD was built for a different time—when everything sat in a local data center. IT teams had full control over networks, apps, and devices. But today, businesses rely on Software-as-a-Service (SaaS) apps, remote users, and cloud workloads spread across multiple platforms. That’s where the trouble starts.

AD doesn’t play well with the cloud. How did Microsoft try and solve this? A patchwork of tools like AD FS, Azure AD Connect, and conditional access. But these workarounds cause more problems than they solve. Sync breaks, policies don’t apply evenly, and IT teams end up spending hours troubleshooting instead of moving forward.

It gets worse. A simple group policy change that works fine on-prem might fail completely in a hybrid setup. Some users get the update, others don’t, and suddenly, security holes open up. IT admins waste time chasing ghosts, never knowing if policies are actually enforced across every device.

Modern IT moves fast. AD? Not so much. That’s why teams need a better way to manage users, enforce security, and streamline policies—without duct-taping AD to the cloud. JumpCloud makes that possible by handling identity and access from a single cloud-based platform, no complex sync setups required.

Security Risks: AD Is a Prime Target for Cyberattacks

Hackers love Active Directory. Why? Because it holds the keys to everything. If attackers break into AD, they can move freely across an entire network, elevate privileges, and take over systems before anyone notices.

AD wasn’t built for modern cyber threats. It relies on outdated authentication methods, and once attackers get a foothold, they can escalate access in ways that are tough to stop. Ransomware gangs, state-sponsored hackers, and rogue insiders all know how to exploit it.

Some of the biggest risks include:

  • Over-permissioned accounts – Users often keep admin rights long after they need them. Attackers love this because one compromised account can open the door to everything.
  • Unpatched AD vulnerabilities – Exploits like Zerologon and PrintNightmare let hackers bypass security measures and gain system-level access. IT teams scramble to patch, but once AD is breached, the damage is already done.
  • Lack of visibility – IT teams struggle to see who has access to what. Shadow admins, old user accounts, and poorly configured permissions turn AD into a security liability.

The worst part? AD doesn’t come with built-in, modern security tools. IT teams must bolt on extra solutions for multi-factor authentication (MFA), device trust, and access control—creating a Frankenstein’s monster of security tools that still leaves gaps.

AD isn’t going anywhere overnight, but its security problems aren’t going away either. That’s why organizations are rethinking identity management. Cloud-based platforms like JumpCloud make it easy to enforce security policies, lock down access, and protect users without constant patching and workarounds.

Microsoft’s Roadmap: AD’s Future Is Uncertain

Active Directory once ruled the identity management world, but Microsoft has one foot out the door. Their focus is now on Entra ID (formerly Azure AD) and cloud-first solutions. That leaves IT teams at a crossroads. Do they keep patching up AD, go hybrid, or move to the cloud completely?

Microsoft isn’t saying AD is dead—but they’re not investing in it either. They’re pushing organizations toward Entra ID, and the writing’s on the wall. More identity features are locked behind Entra ID paywalls while AD struggles to keep up.

Key Signs AD Is Becoming outdated

  • GPOs don’t pack the same punch – Group Policy Objects (GPOs) once gave IT full control over Windows devices, but cloud-based apps don’t follow the same rules. With more businesses moving to SaaS, enforcing policies through AD feels like forcing a square peg into a round hole.
  • Entra ID is getting all the good stuff – Features like conditional access, identity protection, and passwordless authentication? Only available in Entra ID. If Microsoft is making admins pay extra for security, it’s clear where their priorities lie.
  • Hybrid setups bring more headaches than solutions – Many IT teams stick with AD because they don’t have an easy way out. Extending AD into Entra ID means dealing with sync issues, extra licensing fees, and overlapping policies that create more problems than they solve.

AD won’t disappear overnight, but Microsoft is making it clear—the future is in the cloud. IT teams who wait too long might find themselves stuck with outdated infrastructure and no easy way forward. 

Insights & Expert Perspectives: What’s Causing These Challenges?

IT admins aren’t just managing Active Directory anymore. They’re juggling multiple identity systems at once—AD, Entra ID, third-party providers like Okta, JumpCloud, or Google Workspace. It’s a balancing act no one signed up for, and it’s leading to major security and operational headaches.

Why Hybrid Identity Management Is So Difficult

  • Too many identity systems, too little control – AD used to be the only system IT needed to worry about. Now, user access is split across on-prem, cloud apps, and third-party identity and access management (IAM) providers. That means more complexity, more inconsistencies, and more opportunities for something to break.
  • Gaps in access control create security nightmares – When identities exist across multiple platforms, enforcing consistent security policies becomes a guessing game. One misconfiguration can leave accounts over-permissioned and sensitive systems get exposed without anyone realizing it.
  • IT teams are drowning in conflicting policies – Every system has its own rules, and its own way of handling authentication. IT admins spend more time untangling policy conflicts than actually securing systems.

Take this common scenario: A company has Active Directory for Windows devices, Entra ID for Microsoft 365, and Okta for external SaaS apps. A user needs access to three different systems—but their policies don’t match up. Some platforms require MFA, others don’t. Some enforce strict password policies, others let users get away with “password123”.

Do you see the problem here? Security gaps big enough to drive a truck through. IT teams either tighten controls and frustrate users or loosen security and roll the dice. Neither option is ideal.

Organizations need a unified approach to identity management—one that doesn’t leave admins stuck juggling overlapping tools and fixing broken policies. That’s where JumpCloud comes in. It connects user access across on-prem and cloud environments.

Why Security Teams Are Pushing to Reduce AD Dependence

For years, Active Directory was the backbone of enterprise security. Now? Security teams see it as a liability. Threat actors love AD because once they break in, they can move laterally across the entire network. That’s a big red flag for organizations trying to lock down their environments.

The problem is that AD wasn’t built for today’s security landscape. It relies on domain-based trust, which assumes everything inside the network can be trusted. That might have worked 20 years ago, but now? Cybercriminals know how to exploit that trust. One compromised admin account can lead to a total system takeover.

Shifting Away from AD for Authentication

Zero Trust security models aren’t waiting around for AD to catch up. They don’t rely on the “trusted network” concept. Instead, they verify every access request, whether it comes from inside or outside the perimeter.

That’s why more organizations are pulling authentication away from AD. They’re moving to cloud-first or passwordless models that reduce their attack surface. With platforms like JumpCloud, IT teams can enforce MFA, apply conditional access policies, and control access without relying on outdated domain trust models.

AD won’t disappear overnight, but security pros aren’t waiting for the next big breach. They’re locking things down now, cutting AD’s role in authentication, and moving toward stronger, cloud-based identity solutions.

Actionable Solutions: How IT Teams Can Fix AD Management Challenges

AD isn’t going anywhere just yet, but IT teams need better ways to manage it. The old-school manual approach just doesn’t cut it anymore. With security threats increasing and cloud adoption skyrocketing, IT admins need automation, stronger security, and a clear strategy for the future.

Automate AD Management to Reduce Manual Work

Manually managing users, devices, and policies eats up too much IT time. Instead of spending hours resetting passwords, provisioning accounts, or fixing sync issues, IT teams are automating the process. Tools like JumpCloud help IT teams manage identities, enforce policies, and handle access control—all from a single dashboard.

Strengthen AD Security Against Modern Threats

Cybercriminals aren’t slowing down, and AD remains a prime target. That means IT teams need to close security gaps fast. Enforcing MFA, limiting privileged accounts, and monitoring access logs are all must-do steps. But on-prem AD doesn’t make this easy.

Cloud-based identity solutions take security a step further. With JumpCloud, IT teams can enforce Zero Trust principles, require device trust policies, and apply security rules across Windows, macOS, and Linux—all without relying on legacy AD structures.

Decide Between Hybrid AD or Full Cloud Identity

Some organizations aren’t ready to ditch AD completely, and that’s fine. A hybrid approach can help bridge the gap, but IT teams need a plan. Do they extend AD into the cloud with a hybrid setup, or go all-in on cloud identity?

IT teams can manage on-prem AD alongside cloud-based authentication and allow for a gradual transition without disrupting workflows. Whether the goal is hybrid or full cloud, the key is taking action now—before AD creates bigger problems down the line.

What IT Teams Should Do Next

Active Directory isn’t getting any easier to manage, and IT teams can’t afford to keep patching up an outdated system. That’s where JumpCloud changes the IT game. Instead of wrestling with AD FS, sync headaches, and scattered policies, IT teams can unify on-prem and cloud identities from one platform. No band-aid fixes, no jumping through hoops—just straightforward, efficient management.

With automated policies, IT admins spend less time on busywork and more time on strategic IT initiatives. Security gets a major boost too—MFA, single sign-on (SSO), and device trust policies keep AD-connected resources locked down tight.

Now’s the time to decide—stick with a clunky hybrid AD setup or move toward a modern cloud identity model? IT teams shouldn’t wait for the next security breach to make the call.

Talk to JumpCloud’s experts or test-drive the platform with a Guided Simulation today.

Sean Blanton

Sean Blanton is the Director of Content at JumpCloud and has spent the past decade in the wide world of security, networking and IT and Infosec administration. When not at work Sean enjoys spending time with his young kids and geeking out on table top games.

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