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Windows Server

Windows Server

Overview

Recent Reviews

Windows Server

9 out of 10
June 04, 2021
Incentivized
Windows Server is used in our Information Technology department and most of our applications hosted on it. Our databases are also deployed …
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Windows Server Review

9 out of 10
May 20, 2021
Incentivized
The most basic feature in Windows Server is obviously the Active Directory. This is basically a central place where you create, update, …
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Windows Server Review

9 out of 10
May 19, 2021
Incentivized
We leverage Windows Server as the primary backbone for most of of the applications that the University runs. This includes deployments in …
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Product Demos

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Windows Server 2022 Demo!

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Multipoint Server 2012 Virtual Desktops demo

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How to Install and Configure VPN On Windows Server 2012 Full Step by Step

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Windows Server best practice you’ll want to implement today

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Product Details

What is Windows Server?

Windows Server Technical Details

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Reviews and Ratings

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Reviews

(1-25 of 42)
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Score 8 out of 10
Vetted Review
Verified User
Incentivized
Almost all of our production systems run on Windows Server platforms. We tend to separate each server out as one role to host a single application or set of applications. All servers we run are virtualised and we utilise data centre licensing on our hosts. Most off-the-shelf applications require Windows Server, and we prefer centralised management of a single platform so it's really the only choice for us (apart from some virtual appliances).
  • Centralised management. Active directory and group policies make this quite easy.
  • Low resource use. We are able to deploy an increasing number of applications on server core.
  • Bundled services. More and more functionality is Bundled and can be added and removed as roles.
  • Some of the management tools are still lacking when it comes to remotely managing server core.
  • Some of the more advanced management is nuanced and poorly documented. Anything slightly complex or out of the norm requires a lot of searching.
  • Tech support. It is difficult to access Microsoft for support directly, software assurance should make that easy.
In most cases you don't have a choice, many commercial applications are built on the Windows server base. However the domains and active directory are good when you have large numbers of servers to manage en-masse.
Score 10 out of 10
Vetted Review
Verified User
Incentivized
We run AD, DHCP, DNS, RD Gateway, and printing services all through Windows Server. It's powerful and relatively simple to manage. It adds simplicity to our workflow using the power of Group Policy and adds security being able to securely encrypt remote RDP connections through the use of the RD Gateway.
  • It utilizes an intuitive, easy to use user interface.
  • It offers features far beyond even what we use it for.
  • It maintains continuity with the rest of our Windows environment.
  • Upgrading to new versions of Windows Server could be simpler.
  • Migrating features and services to a new Windows Server could be simpler.
Environments with lots of users can heavily benefit from Active Directory and Group Policy. Even smaller organizations can benefit from those, but the licensing costs may be prohibitive for smaller environments. Being able to have simple failover between two or more Windows Servers for things like AD authentication and DHCP is also very convenient.
Score 10 out of 10
Vetted Review
Verified User
Incentivized
It is being used across both at the departmental level and also across the whole organization. At the organization level, it is being used to centrally manage Active Directory, and also centrally manage other software that is deployed to different departments. This includes SCCM, which is installed locally on Windows Server. It addresses the problem of having a good server operating system that is easy to set up, use (as compared to other servers OS's), and doesn't require a whole lot of back-end support to manage.
  • It is really good for running services such as DHCP, DNS, and Active Directory. In most environments, these are main services that run every day and are services that server administrators and other IT folks rely on in their everyday work.
  • It is good for pushing down policies to endpoints and offers a robust group policy management tool for getting this accomplished.
  • One thing that can be improved upon is making the overall OS of Windows Server more stable, meaning to avoid shutdowns or crashes, or the often need of rebooting the server to bring it to a "refresh" state.
  • It can also improve in the bootup time of when the Windows Server OS starts and is online. It seems like in many cases it can take a while for all services, etc. to be brought online and ready to use. This also affects when endpoints can connect to server resources.
Windows Server is well suited for environments that want an easier to use and configure server OS, as compared to some others on the market, which involve more from a set-up standpoint, and also require more ongoing maintenance on the back-end. It is less appropriate for organizations that want more control over custom configuring and setup/use of their server OS. It is also less appropriate in environments that don't have a majority of Windows endpoints, in which case another server OS might be more beneficial.
Score 9 out of 10
Vetted Review
Verified User
Incentivized
Windows Server is being used for many applications across the organization. It is used as the operating system for all virtual machines. As we are using Windows Server for all systems, we also use most of the services that Windows Server offers. Including but not limited to; Active Directory, DHCP, DNS, Print Services, and more.
  • Active Directory is critical
  • Integration with DHCP and DNS
  • Runs basically everything
  • Cost for virtualization is becoming ridiculous
  • Interface updates have reduced functionaility
  • Many functions pushed to powershell only - powershell is an amazing tool but old functions should still be available in GUI
You really don't have much of a choice when it comes to enterprise class operating systems, particularly in the public sector. Fortunately, Windows Server gets the job done and it get it done well. Running it as the core of your environment or even for hosting a small application is always feasible, especially if you opt for datacenter licensing.
August 19, 2021

Centralized Management

Score 7 out of 10
Vetted Review
Verified User
Incentivized
We manage Windows Server for a few of our clients who need it for computer lab deployments or data sharing among office staff. In a Windows environment, it's the only way to go to get good control over devices and easily provide access to shared resources like drives and printers over the network.
  • Manage accounts
  • Share printers
  • Organize files
  • User friendly interfaces
  • GUI tools for common tasks currently relegated to Powershell
  • Licensing can be incredibly difficult
If you run a Windows or mixed environment and want to share resources, Windows Server is the way to do it. It can do quite a bit, but because of that, it is a very complex set of tools, so be prepared to invest a lot in getting it set up and maintaining things.
Zakarieya Abderoef | TrustRadius Reviewer
Score 9 out of 10
Vetted Review
Verified User
Incentivized
I have been supporting Windows Servers for many years and the product has evolved significantly over the past years. The product is used throughout the enterprise for running the smallest applications to running large business-critical applications. The product is being used as an operating system either on a bare metal server or within a virtual machine running on top of VMware, Hyper-V, or Nutanix. We use the product to authenticate users on our domain via an active directory. It is also used to provide DHCP and DNS services. On one project we used it for configuring virtual desktops using terminal services and we could provision desktop clients in a browser. Previously we also used it for VPN access but then switched to a FortiGate firewall as it is more secure.
  • Easy to use due to its intuitive graphical user interface.
  • Very popular and makes integration easier.
  • Lots of software drivers available.
  • Has many functionalities such as Active Directory, DNS, DHCP, VPN, RDP, VDI server, etc.
  • Many patches and updates available. Maybe abit too much too often.
  • Cost effective and with budget.
  • Remote desktop feature simplifies remote access to this server.
  • It has a built in VPN and ssl certificate feature.
  • Event viewer is available for alerts, although it seems too cumbersome to go through the logs.
  • If you got too many Windows systems to manage, then SCCM is an option.
  • Microsoft needs to minimize the update frequency by making the product more secure. It can become very exhausting trying to keep updated if you don't have a dedicated support team. It can become challenging where the business is unable to allow downtime for reboots as part of the update process.
  • Prone to security and audit vulnerabilities.
  • The operating system needs more CPU and memory resources compared to other options such as Linux.
  • Understanding the licensing model can be abit confusing.
  • Comes with a standard firewall, but not the most secured one available. Would suggest using a more secured firewall as part of your antivirus software.
  • Due to the number of vulnerabilities and the operating system being a target for hackers, anti-virus software is a must.
It can be basically deployed in any environment from the smallest branch or home office to running your mission-critical applications in large data centers. Its basic features are very easy to deploy and manage by even a junior engineer who understands Microsoft Operating Systems. The advanced features can be easily learned as there are many training options and support forums to assist.
Score 9 out of 10
Vetted Review
Verified User
Incentivized
We use Windows server for all server related functions including DC, DNS, DHCP, File, Print, etc..
  • File Sharing
  • Print management
  • Active Directory
  • DNS, DHCP
  • [I believe you should ] stay far away from Windows Server 2016. The update process is horrible on it.
  • Licensing is expensive and complicated. Multiple different types of licenses needed.
I feel that Windows Server is the best server OS to run a small to medium business on. Yes, there are other cheaper options out there, but they require much more in depth knowledge and offer limited support. Ease of use plus customization and comfort will always make Windows Server OS my first choice.
Taha Hussain | TrustRadius Reviewer
Score 9 out of 10
Vetted Review
Verified User
Incentivized
Windows Server is the backbone for our organization which runs web and desktop applications to support end users in managing their daily tasks and assignments. One of the best features is that it is a part of Microsoft Eco System so if you are using other Microsoft Services i.e. Active Directory, SQL Server and Power BI so they can easily be integrated.
  • Integration with other Microsoft products and services.
  • Failover management.
  • Web server management IIS.
  • Network management.
  • Firewall.
  • Web hosting tool.
  • Networking management tool.
  • Vulnerability and threat analysis tool.
Overall experience was good bundle of managing features that could make monitoring a lot easier whole in one package to support and integrate with other applications of Microsoft i.e. Software Center, Active Directory, SQL Server, IIS and many more. UI can be made much simpler and with upcoming advancement in threats there is always a space for enhancement.
Irfan Ahmed | TrustRadius Reviewer
Score 9 out of 10
Vetted Review
Verified User
Incentivized
Windows Server is being used by my organization for managing All AD (Active Directory), users in the domain, and all related servers and services Company wide. All servers are Microsoft windows based i.e Microsoft Exchange server for managing users' corporate email to worldwide, and azure and other servers are providing service to cloud users globally.

Windows Server addresses the following business problems:
Management of all users in a single domain.
Due to this solution, we can implement Policies as per requirements or whenever we need them.
  • Users management is very simple & quick with all required policies.
  • Windows Servers secures users data & privacy.
  • Reporting and bind monitoring is very easy.
  • Load management must be more efficient.
  • User AI for managing data especially in storage server duplication of data).
  • Logs & reports can be export/extract in an easy way( finding error/issues is not easy ).
  • Resolve hanging issues (suddenly hung & auto run after hanging during query).
Windows server is well suited in:
  • Large scale organizations where the number of users is high and management of policies must be required to handle users.
  • Critical data environment.
  • Minimum downtime areas with low cost with smooth services.

Windows server is less appropriate in:
  • Small offices.
  • No need for domain work, it can be managed in workgroups.
  • No need to deploy policies on users.
Umair Ali Khan | TrustRadius Reviewer
Score 8 out of 10
Vetted Review
Verified User
Incentivized
Windows Server has been in the industry for many years and it has been available in different flavors with multiple use cases over the years. it has been one of the favorites of [the] system and network administrators in terms of ease of use. In our organization, it is being mainly used for active directory services and it is also our domain controller and NTP server.
  • Simple to setup
  • Not all services are required you can enable selected services
  • Any service can be enabled with a few clicks
  • Support for high availability with clustering
  • Wide user base
  • Highly scalable
  • Some services require restart which is difficult in production environment
  • Some windows updates breaks previously working services
  • Licensing cost
  • Security bugs
Windows Server has a lot of features built-in and it has been getting new features and feature updates with every new release. it can be used as [a] domain controller, NTP server, web server, radius server, NAC server, etc. it also supports virtualization and has its own hypervisor, therefore a full blown virtual infrastructure can be made on Windows Server.
Score 9 out of 10
Vetted Review
Verified User
Incentivized
The most basic feature in Windows Server is obviously the Active Directory. This is basically a central place where you create, update, block, and cancel user accounts. Those accounts enable every worker of the company to log on to any computer (unless you configure it not to) and to each receive everywhere their personal authorization. As this implies you can also configure what each user can do, use, and access.
  • Active Directory
  • Shared folders and printers
  • DNS
  • GPO according to groups
  • More intuitive backup
Once you have four or more computers it is appropriate to move the maintenance to a central location rather [than] looking after each computer separately. Especially if you have several branches at different physical locations it makes sense to not only access everything from one location but also easily connect between them and allow [users] to work at either branch.
Score 9 out of 10
Vetted Review
Verified User
Incentivized
We leverage Windows Server as the primary backbone for most of of the applications that the University runs. This includes deployments in Azure as well for applications we choose to live in the cloud. The use of Windows Servers give our department level admins a familiar interface to be able to manage their applications.
  • Ease of use GUI
  • Driver compatibility
  • Update Frequency
  • Logging could be a bit easier to navigate
  • Remote Application deployments are difficult to manage
  • Additional Cert functionality / .pem
If they are looking for a product that will be easy for them to configure and use then I don't really believe there is a better option available. If this was an app that they are looking to configure once then never touch it again I could see possibly pushing them toward a Linux solution but unlikely.
Score 9 out of 10
Vetted Review
Verified User
Incentivized
Windows Server is being used at our organization as our main DNS, DHCP, AD, print and file servers. Everything we do is handled by Windows Servers. It allows us to manage users, security and push out policy as needed. Windows Server has been very stable on the latest versions which means productivity and efficiency for us.
  • security
  • file print
  • file storage
  • no real cons
Windows Server is best for medium to large businesses where security is a top concern. Having the ability to use group policy for security, mapped drives, printers and automation is key. It is also easy to manage users using active directory. Exchange integration with Azure is also great.
Score 8 out of 10
Vetted Review
Verified User
Incentivized
Windows Server is the [backend] server platform for all of our of our servers. It is used to run all of our virtual machines. We use it to run all of our critical services such as Active Directory, Domain Name Services, Microsoft Exchange, Microsoft Sharepoint, Remote Desktop Services, Print Servers, File Servers, etc
  • Easy to use
  • GUI or CLI
  • Lots of available roles
  • High Up time
  • Typically reliable security patches
  • Windows 2016 in particular is slow at applying windows updates
  • Occasional release of updates that cause things to break
  • Sometimes confusing user interface where they have the classic vs modern interfaces
Anyone working in IT will typically have to deal with Windows Server at some point in their career. I have found that it typically works well for any role you put it into. There are typically smaller niche products that sometimes do a better job at a specific task that Windows Server does. But I find using these products can at times get confusing and be very time consuming. Getting a standard education in Windows Server really does let you be a jack of most all trades
Score 10 out of 10
Vetted Review
Verified User
Incentivized
We use Windows Server for our primary server operating system. It's primary used for our hypervisor as well as VM's. We use various Windows Server roles and functions such as AD, DNS, DHCP, file server, printing, web, and more. This allows us to have an easy to manage operating system that is centrally managed.
  • Hypervisor
  • Active Directory
  • DHCP
  • Ease of Deployment
  • Security Updates
  • Lengthy update times
  • DoH DNS Forwarders
  • More thorough update vetting
If you're a Windows shop, or heavily use O365 and Office, Windows Server fits in nicely with its ability to manage Windows clients using Active Directory. Likewise, Active Directory and Exchange integrate well with O365. If you are primarily a Mac client enterprise, Windows Server is less appropriate. Using Windows Server as a hypervisor, regardless of workstation OS, is also a great use case.
Score 10 out of 10
Vetted Review
Verified User
Incentivized
We are currently using Windows Server on multiple machines to manage our active directory and other services as well as for hosting some virtual machines for specific tasks to aid in the performance and reporting for our customer service team to improve the experience that our customers receive upon each phone call.
  • Windows Server is very stable and reliable.
  • Windows Server has a wide range of functions that can be completed on the system.
  • Windows Server can handle our workloads.
  • It is not always easy to understand how to set up different services within Windows Server.
  • I would like to see Windows Server integrate with Microsoft Power Automate natively.
  • I would like to see less system resources being used by Windows Server.
If you want a reliable system with a Windows interface, then Windows Server is your best choice. If you want a server system that can run on very minimal hardware, then Linux would be the better choice. However, Windows Server is far superior to Linux in the vast amount of software that can be installed and ran as well as is supported natively.
Score 10 out of 10
Vetted Review
Verified User
Incentivized
Windows Server is our organizations primary server operating system. It's used to support needs across the entire organization, from authentication, file and print to database, application and web servers.
  • Easy to manage
  • Wide Application Compatibility
  • Stable operating system environment
  • Flexible, suitable for a number of different roles
  • Security, always room for improvement there
  • UI driven platform makes doing things from the CLI difficult at times.
  • Patching process can turn into a nightmare with the way security updates are bundled and documented
Window Server is well suited for internal infrastructure functions like authentication, DHCP, DNS and file and print services via Active Directory. Highly recommend for application server roles as well, web server via IIS assuming the correct security is put in place or for internal use, Database via SQL Server or 1,000's of third party applications. We tend to avoid placing Windows servers directly on the internet but assuming you have the correct security place in it's a great platform.
Score 9 out of 10
Vetted Review
Verified User
Incentivized
Windows Server is the backbone of our server infrastructure. It handles our User Identity management via Active Directory, File and Storage management for tens of thousands of users across 100 sites, Print services, Software Assignment via App-V management. Without Windows Server our entire infrastructure would be unable to function as it is run 100% on it.
  • Identity Management
  • File and Directory Services
  • Print Server
  • Increased support for Powershell (always growing)
  • Optimized Memory usage
  • Nested settings windows and drilling down to find what you need.
Windows Server is the best base to do most forms of infrastructure building on. It is stable, well-designed, and allows flexibility without requiring tremendous commitment for specific configurations. You can select to access it via the GUI, or via command-line/Powershell, enabling you to reduce the footprint based on how you want to interact with it.
Score 9 out of 10
Vetted Review
Verified User
Incentivized
I have been using and implementing Windows Server since NT 4.0 version and have upgraded and migrated my clients all the way up to the current version of Windows Server 2019. I use Windows Server to manage user security across the whole network. Using Active Directory within Windows Server allows you to manage users and their permissions and control their access to all the areas of the network, from one central place.
  • Manages user accounts.
  • Controls access to different areas of the network.
  • Has a robust GUI that Windows users are already familiar with.
  • Constant updates that move where things live within Windows can be frustrating.
  • It is the most widely used server platform, so it's the targeted system type for most hackers.
  • In the last few years, updates seem to cause more problems than they fix.
  • Server hardware requirements keep going up and up with each new version.
Windows Server is great for environments where sometimes more capable end users have to do some tasks in the system. Because it is built to look like and work like a regular windows workstation, it isn't that difficult to train end users to do some day to day tasks in it, like checking backups or adding new users.

Once you get into powershell scripting, things can get complicated though, and there is lots to learn about scripting commands and capabilities and even syntax, but luckily there are lots of resources available online to help out.
abdulai-fadiga ccnp | TrustRadius Reviewer
Score 10 out of 10
Vetted Review
Verified User
Incentivized
Windows Server is used across our organization to solve a variety of business problems. One very important problem it takes care of is domain services. We have a cluster of Windows Server 2016 as our primary domain controllers. We also use Windows Servers to solve other business problems including hosting business analytics services such as Microsoft's Power BI, databases such as Microsoft SQL Servers, and other third-party applications such as the Site Scope Monitoring System from Microfocus.
  • Windows Server directory services are very powerful. Think about it--easily organizing the directory to store documents in a secure way. I think that's awesome.
  • Windows Server has a unique way of organizing users. This organization can be used across multiple other platforms for different applications, which is really amazing.
  • Another unique feature of Windows Server is its document sharing capabilities. We can share documents across multiple users and secure them at the same time.
  • Windows Server is a very complex piece of technology. It tends to become more complicated to handle with time, so including a feature that will guide engineers on how to do initial setup so as to avoid some feature complexities will help.
  • I will like to see Windows Server open to accepting applications that run on systems like Linux.
  • Windows Server should integrate tools to cleanup WSUS in an efficient way on a timely basis.
Windows Server is well suited for hosting resource-intensive applications that need to be accessed by multiple users across many cities (e.g., Microsofts Exchange System, which is also well suited for hosting third-party applications, business intelligence, and analytics application). The graphical version of Windows Server; however, may not be suited for some applications and this can be corrected by using the Core version.
Score 9 out of 10
Vetted Review
Verified User
Incentivized
Microsoft Windows Server is our primary OS across the organization. We use it to host most of our applications, file shares, web sites, and of course we use active directory for user authentication and security. It is and has been a stable platform over the years to centrally manage an business at the enterprise level.
  • Hosting common business applications.
  • Easy file sharing and security.
  • Simple user management and authentication.
  • As a leader in the industry it is also a target for security flaws and exploits. Regular patching required.
  • At times there are things you would expect to be able to do from a GUI but have to do at the command line.
  • Cost, competitors in the Linux world can often provide a good value alternative.
The majority of our applications are Windows based and thus require a solid and stable Windows OS to run on. Microsoft has provided this with Windows Server. Things like our Antivirus, electronic fax, SQL databases, etc. all require Windows to run. On occasion we will need to deploy Linux based systems for specific applications but there are often provided by or configured by the software vendor.
Score 8 out of 10
Vetted Review
Verified User
Incentivized
Windows Server is implemented throughout our organization, as well as numerous clients that I do consulting work for. It is used for a variety of different tasks from Active Directory Domain Services/DNS/DHCP, Terminal Services, Backup Servers, to File Servers. It allows our clients to have one operating system that they are familiar with an almost catch-all for services that support day to day operations.
  • Permissions Management within Active Directory - It can be complicated, but it is as granular as you could ever want.
  • Management of the Server can be done with a GUI or CLI - this lowers the barrier of entry for learning the environment.
  • Roles and Features are installed within a wizard - this is safer than adding or changing repositories.
  • Windows Server normally could benefit from trimming. There are non-essential services that are enabled by default, and sometimes when they do not auto-start, it will trigger an alarm, which is false. Nobody wants to see anything but green across the board!
  • Windows Server's power comes from Active Directory - so if you want a server that is not tied to your domain, you will probably be crippling yourself if you choose windows outside of a few select use cases.
  • I would like to see a licensing shift from per core back to per socket. This makes HA environments tricky to license.
Windows Server you manage an organization, Windows Server cannot be beaten because of how powerful domains and active directory are. It is highly appropriate for managing updates, file sharing, mapped network drives, and backups. Windows wouldn't be the best choice if you were trying to spin up a DNS server or DHCP server as a standalone role, however. Something more lightweight like CentOS/RHEL or Ubuntu Server would be more appropriate for situations like that - they are lighter, and licensing does not come into play when you need a singular service.
Chris Saenz | TrustRadius Reviewer
Score 8 out of 10
Vetted Review
Verified User
Incentivized
Windows Server is used in many ways at our organization. It is used for its native functionality like file and print services. It is used for essential network services like Active Directory, DNS, DHCP, etc. It also is used as a platform for many of our enterprise applications, student information system, financial systems, and other department services.
  • Stable operating system environment
  • Reliable file system (NTFS)
  • Native services like file, print, DNS, Active Directory, etc.
  • Native SSH support
  • Native configuration management
  • Some configuration locations mixed with old control panel are hard to find
Windows Server is well suited to support enterprise-grade systems and services. Its native services like Active Directory, DNS, DHCP, file, and print services are rock solid and support a host of features for availability and security. For other Microsoft services (Exchange, SharePoint, etc.), it is obviously the operating system of choice, but many enterprise-class software releases are built to run stable and effective in Windows Server.
Score 10 out of 10
Vetted Review
Verified User
Incentivized
We currently use Windows Server for active directory and website services for our company as a whole, and overall it addresses the ease of use for maintenance and sharing files over a secured network and allows us to have secured backups for our workstations.
  • User management.
  • Security polices.
  • Powershell.
  • Configurable.
  • Learning curve.
  • Maintenance costs.
  • Upgrade costs.
  • Cal licenses.
Windows Server is suitable for companies just starting up as they help maintain ease of use and security for a small network of computers and allows for secure backups of systems. It does have a drawback when you need to upgrade, as the costs increase tenfold after you exceed the number of licenses for an SBS license.
Score 7 out of 10
Vetted Review
Verified User
Incentivized
Windows Server is being used across 3 clients that I manage. It is primarily being used as a Domain Controller (with Active Directory), DNS server and file server. In addition, some clients are using the Hyper-V functionality built directly into Windows Server to create a virtual domain controller. In the organization that I manage that are using Windows Server, All business computers are apart of the Domain created by Windows Server and users are authenticated against the Active Directory.

Windows Server is an extremely large and complex piece of software capable of a LOT of different functionality, some of it good and some of it bad, thus creating a truly comprehensive review is difficult. This review consists primarily of how it is used as a Domain Controller and file server within an organization.
  • Windows Server acting as a domain controller allows for very comprehensive management of computers and workstations across an organization, specifically when it comes to Active Directory and Group Policy.
  • Active Directory allows for comprehensive managements of users within a domain (or organizational unit). User groups can be created with different permissions for various network resources, and users can be added to multiple different groups. In addition, login scripts can be created that are linked to each user allowing for automatic mapping of network drives and printers (among other items) every time a user logs in. As such, with the correct login script, a new user can login for the first time and have access to all the necessary resources within an organization.
  • Once a domain is created, adding computers to it is quick and easy. Any computer that is a part of a domain can be logged in by any domain user. Removing a computer from a domain, via Active Directory, immediately revokes all domain users ability to login to that computer.
  • Group Policy, an integral part of Windows Server, is a vast and comprehensive tool to push out settings to domain computers and users. Settings can be anything from adding or removing mapped network drives, adding or removing printers, turning on and off specific Windows settings. Group Policy can be managed on both a computer basis and a user basis.
  • Windows Server's built-in file sharing capabilities allow it to be used as a powerful file server. Permissions for shared folders can be set on a per-user basis and/or via group membership. Using advanced sharing features, a file or folder can be shared via multiple names with different permissions for each shared name.
  • Windows Server includes a powerful DNS server that works in conjunction with the Domain Controller functionality. The DNS server supports forward and reverse zones as well as manually adding items into a DNS zone.
  • Hyper-V is included with Windows Server, providing a powerful and first-party way to create virtual machines.
  • Windows Server includes a built-in DHCP server that can be used in place of a standard network router.
  • Windows Server includes a built-in web server hosting functionality via IIS (Internet Information Services)
  • Windows Server is extremely complex, and while newer versions have eased the initial setup process, setting up a server is still a very time consuming and difficult task.
  • The complexity of Windows Server also makes troubleshooting any problems that arise extremely difficult, both in tracking down the actual issue and then resolving the issue. Often times a problem can manifest itself in more than one way, making searching for the specific problem also difficult.
  • Windows Server is also very expensive, with complex and confusing licensing terms. In fact, Microsoft provides a 32-page PDF guide on Windows Server licensing, which is in and of itself dense and confusing to follow. To make matters more complicated, there multiple different version of Windows Server itself - Nano, Essentials, Standard and Datacenter edition, and each edition has different licensing terms. Licensing terms include items such as the physical processor's cores of the server, how many users will be accessing the server (called a CAL - client access license), and a plethora of other items.
  • Microsoft's support for Windows Server can be extremely frustrating at times. While Microsoft hosts a very active user forum, Microsoft employees who frequent those forums often provide only stock answers to questions (without actually reading the details) or no answers at all. For more in-depth - phone support can be quite expensive.
  • Upgrading a Windows Server from one major version to another (i.e. 2012 to 2016) is a frustratingly complex and dangerous procedure, as many things can go wrong during the upgrading, essentially breaking the entire setup. In fact, Microsoft doesn't even suggest doing an in-place upgrade, but to perform a backup of the existing server, doing a clean install of the new version, and migrating the information from the older version to the new version. In general, it is not even recommended to upgrade from one version to another as the risk significantly outweigh the benefits.
Windows Server excels as a Domain Controller with its comprehensive set of tools to manage users and computers. There isn't another software package out there that has the capabilities Windows Server does when it comes to Active Directory and Group Policy. In addition, Windows Server has a massive tool set, thus increasing both its functionality and flexibility.

Unfortunately, the flexibility and comprehensiveness of Windows Server causes it to be overly complicated to set up and manage, especially for a small organization. In addition, for things such as a file server, there are other options out there that are easier to use and more affordable - specifically in the NAS (network attached storage) space where both Synology and QNAP have very attractive options.

Perhaps the most frustrating aspects of Windows Server are the unnecessarily complicated and confusing licensing terms Microsoft has put forth. Sadly, this is not unusual when it comes to Microsoft, as the licensing even for their consumer-oriented products is burdensome.
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