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Kali Linux vs Windows Server comparison

 

Comparison Buyer's Guide

Executive SummaryUpdated on Aug 7, 2024

Review summaries and opinions

We asked business professionals to review the solutions they use. Here are some excerpts of what they said:
 

ROI

Sentiment score
6.2
Kali Linux improves vulnerability testing, offering cost-effective security benefits through AWS deployment and open-source tools for businesses.
Sentiment score
5.5
Windows Server boosts efficiency and resource management, with users reporting significant cost reductions and improved virtualization and Azure services.
Integrating Kali Linux with DevOps tools has resulted in reduced operational costs due to automated test cases, making it a worthwhile investment with significant returns by decreasing the attack surface area and the frequency of attack incidents.
SWE-1 at a tech vendor with 10,001+ employees
If we had installed it on-premises or through other means, it would have incurred significant money and effort to create the VMs, deploy it on machines, and then delete and format it after use.
Cloud Security Architect at a tech services company with 10,001+ employees
I have saved time by avoiding the lag I sometimes face on the TryHackMe in-built machine, and I have learned more efficiently.
Associate Consultant at a consultancy with 10,001+ employees
Windows Server offers excellent value for money, particularly when compared to alternatives.
Security Engineer at ProVision
The tool supports many applications.
Agile Consultant at MSOLdigi
You get a standard platform that is very secure and stable.
Manager, Information & Cloud Systems at a consultancy with 1,001-5,000 employees
 

Customer Service

Sentiment score
5.2
Kali Linux provides strong community support and documentation but lacks direct customer support, relying on user self-research.
Sentiment score
6.2
Customer service is generally effective, but technical support quality varies, and experiences with Microsoft are mixed.
Since most of the tools and other things are community-based, the documentation and other community support are very good.
Cloud Security Architect at a tech services company with 10,001+ employees
I was able to solve the problems I was experiencing.
Product security engineer at a tech vendor with 10,001+ employees
If you go through a partner who sells or supports Windows, the support could be around seven out of ten, because Windows relies on these partners for assistance.
Head of Major Account Sales Operation 1 at a manufacturing company with 1,001-5,000 employees
Microsoft's technical support for Windows Server has been lacking, with rare responses even with premium support.
Security Engineer at ProVision
They resolved our problems within the defined SLA.
Relationship Manager at Cognizant
 

Scalability Issues

Sentiment score
7.5
Users find Kali Linux scalable and flexible, supporting diverse platforms, ideal for penetration testing and educational purposes.
Sentiment score
7.6
Windows Server is flexible and scalable, efficiently adapting to varying organizational sizes despite some management complexity.
You can use it on cloud, VPS, and on-premises.
Security Researcher at a consultancy with 10,001+ employees
I would describe Kali Linux's scalability as very scalable because I can deploy it on a range of different machines, whether that is my laptop or using maybe Raspberry Pi or Android.
Enterprise Cloud Operations Lead at a tech vendor with 10,001+ employees
Regarding the scalability of Kali Linux for my work and projects, whenever I was conducting brute force attacks and provided more than two or three million lines of payload, the system would freeze.
Product security engineer at a tech vendor with 10,001+ employees
I've worked in companies with 20,000 to 100,000 users, and it scales beautifully without issues.
Manager, Information & Cloud Systems at a consultancy with 1,001-5,000 employees
The solution is used extensively in our organization, and we have plans to increase the usage.
Project Engineer at CDAC
We use it everywhere, and it serves approximately two thousand users in our company as a backend service.
System Engineer at Alnajat charity
 

Stability Issues

Sentiment score
8.0
Kali Linux is praised for stability and dependability, recommended for virtualization, with occasional issues resolved using older versions.
Sentiment score
7.5
Windows Server is highly stable and reliable, with improvements since 2012, often rated 8-10 out of 10 by users.
Due to the huge user base that uses it, it is kept up to date regularly.
Enterprise Cloud Operations Lead at a tech vendor with 10,001+ employees
Kali Linux is stable for my use cases, though not the latest version.
Product security engineer at a tech vendor with 10,001+ employees
Kali Linux is very stable for my needs.
Consultant at Cognizant
We have experienced no blue screens or crashes and often achieved an uptime of 2,000 to 3,000 days without any issues whatsoever.
Security Engineer at ProVision
Stability-wise, I rate the solution a ten out of ten.
Manager at Accenture company
I rate the stability a 9 out of 10.
Connectivity Platform Cyber Security Specialist at BASF Business Services GmbH
 

Room For Improvement

Kali Linux users seek better automation, UI, security, and support, with improved installation, hardware detection, and beginner-friendly resources.
Windows Server users seek improved security, better integration, usability, optimization, pricing, automation, documentation, patching, and technical support.
If real-time customized port scanning can be added, for example, instead of a default port such as 8080 or 443, if we can use a customized port such as 9876, that capability would be great.
Senior Technical Manager at a tech vendor with 10,001+ employees
I face significant challenges with Kali Linux regarding a major issue with the Grub loader becoming corrupted, which makes it very difficult to recover data.
Senior Solution Architect & Delivery Lead at a tech services company with 10,001+ employees
If there were video courses attached to how to safely use it, especially for absolute beginners with no previous experience using Linux operating systems, I think that could be very useful.
Enterprise Cloud Operations Lead at a tech vendor with 10,001+ employees
From a security perspective, sometimes, malware attacks and hackers take advantage of the tool's vulnerabilities.
Manager, Strategic Alliances at Softcell Technologies Limited
Deploying antivirus and firewall software on the server is advisable, but having an external firewall adds an extra layer of security.
Project and Service Delivery Manager Cloud at MANAPPURAM COMPTECH AND CONSULTANTS LIMITED
Windows Server needs to improve its speed and stability.
Oracle business analyst at Sensience
 

Setup Cost

Kali Linux is a cost-effective, open-source solution for enterprises seeking a comprehensive operating system with no licensing costs.
Enterprise buyers struggle with Windows Server licensing due to its complexity, varied pricing, and high costs compared to Linux.
Kali Linux is free software, an operating system that's available to download without any cost or licensing fees.
Associate Consultant at a consultancy with 10,001+ employees
I simply create a VM, so there are no costs involved.
Senior Solution Architect & Delivery Lead at a tech services company with 10,001+ employees
My experience with pricing, setup costs, and licensing for Kali Linux has been positive, as it operates under an open-source model.
SWE-1 at a tech vendor with 10,001+ employees
It is quite expensive.
Head of Major Account Sales Operation 1 at a manufacturing company with 1,001-5,000 employees
Previously, a Windows Server with two processors cost around two 154 euros annually, but now it is estimated to be around 3,000 to 4,000 euros for the same configuration.
Security Engineer at ProVision
On a scale of one to ten, with ten being the most expensive, I rate it ten out of ten.
Manager, IT Security at Averis Sdn Bhd
 

Valuable Features

Kali Linux is favored for its pre-installed security tools, user-friendly design, and customizable features for efficient cybersecurity tasks.
Windows Server excels in scalability, security, and integration, offering features like Active Directory and seamless Microsoft tool compatibility.
Kali Linux has positively impacted my organization by improving efficiency in penetration testing; its open-source nature permits extensive customization and inclusion of numerous comprehensive pre-installed tools, contributing to a secure network environment with effective monitoring of network applications.
SWE-1 at a tech vendor with 10,001+ employees
A unique and really helpful feature of Kali Linux, compared to other operating systems, is that many of the offensive security tools are already pre-configured and pre-installed.
Product security engineer at a tech vendor with 10,001+ employees
Kali Linux positively impacts my organization by allowing us to monitor changes and security posture for the company.
Consultant at Cognizant
The most valuable features of the solution stem from the fact that every Microsoft product is scalable, flexible, secure, and available on a certain budget.
Manager, Strategic Alliances at Softcell Technologies Limited
The IP directory is the most valuable feature.
Connectivity Platform Cyber Security Specialist at BASF Business Services GmbH
I can manage the firewalls on the server easily, open or close ports to manage security traffic, and use encryption on the hard disk to keep data secure.
Systems technician. IT Office at LNU
 

Categories and Ranking

Kali Linux
Ranking in Operating Systems (OS) for Business
10th
Average Rating
8.6
Reviews Sentiment
6.9
Number of Reviews
26
Ranking in other categories
No ranking in other categories
Windows Server
Ranking in Operating Systems (OS) for Business
5th
Average Rating
8.2
Reviews Sentiment
6.8
Number of Reviews
195
Ranking in other categories
No ranking in other categories
 

Mindshare comparison

As of January 2026, in the Operating Systems (OS) for Business category, the mindshare of Kali Linux is 3.2%, up from 1.5% compared to the previous year. The mindshare of Windows Server is 9.3%, up from 8.9% compared to the previous year. It is calculated based on PeerSpot user engagement data.
Operating Systems (OS) for Business Market Share Distribution
ProductMarket Share (%)
Windows Server9.3%
Kali Linux3.2%
Other87.5%
Operating Systems (OS) for Business
 

Featured Reviews

Ciyagi Ciyagi - PeerSpot reviewer
Senior Solution Architect & Delivery Lead at a tech services company with 10,001+ employees
Runs efficiently across devices and streamlines penetration testing workflows
Kali Linux could be improved by including more tools. I would personally like to see improvements in Kali Linux, particularly regarding Grub issues that sometimes occur when installing the VM. Additionally, I have experienced problems when updating Kali Linux from a higher version to a lower version, which resulted in crashes. These Grub issues should be resolved. I face significant challenges with Kali Linux regarding a major issue with the Grub loader becoming corrupted, which makes it very difficult to recover data.
GS
Manager, Information & Cloud Systems at a consultancy with 1,001-5,000 employees
Long-standing experience improves reliability and security, making it a trusted platform
It's difficult to see improvements when using it daily. They improved compatibility with other platforms, such as Linux. One improvement I was thinking about some years ago was the ability to manage an on-premises server from Azure. Now, they have created Azure Arc, and we are using it as a very good way of managing on-premises servers. What can be improved is on the Azure side. With Active Directory on the server side and Entra ID on the Azure side in our hybrid environment, we find issues with data syncing to Entra ID. In Entra ID, Microsoft omitted some parameters. In Active Directory, you can put an expiring date to an account, but you cannot do that in Entra ID. We have other means of doing that, but it's common to have consultants working for six months, requiring account expiration or renewal processes. The Entra ID Connect syncing tool could be improved. Though they moved the service to Azure and use an agent instead of having a dedicated server, it remains cumbersome to set up due to the differences between Entra ID and Active Directory.
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881,082 professionals have used our research since 2012.
 

Top Industries

By visitors reading reviews
University
14%
Comms Service Provider
13%
Educational Organization
11%
Computer Software Company
10%
Comms Service Provider
11%
Computer Software Company
9%
Manufacturing Company
8%
University
8%
 

Company Size

By reviewers
Large Enterprise
Midsize Enterprise
Small Business
By reviewers
Company SizeCount
Small Business10
Midsize Enterprise2
Large Enterprise16
By reviewers
Company SizeCount
Small Business78
Midsize Enterprise41
Large Enterprise88
 

Questions from the Community

What do you like most about Kali Linux?
I use the tool with Nmap to perform network audits. We use it to find vulnerabilities in our network through attacks. It's for those who want to launch or create viruses or perform attacks on syste...
What is your experience regarding pricing and costs for Kali Linux?
My experience with pricing, setup cost, and licensing for Kali Linux has been that it was free to use.
What needs improvement with Kali Linux?
I think Kali Linux is good, but there is a widespread misunderstanding related to Kali Linux because many people believe Kali Linux is a tool for hackers and that anything can be hacked using it. T...
What needs improvement with Windows Server?
The user interface of Windows Server needs improvement, especially when working with users, user accounts, and groups. There are multiple ways to accomplish tasks that do not align completely, so t...
What is your primary use case for Windows Server?
I integrated Windows Server in my infrastructure. We use Hyper-V technology extensively, as it is very important for us, and it functions quite well.
 

Comparisons

 

Overview

 

Sample Customers

Information Not Available
Rakuten, Rackspace, Tyco
Find out what your peers are saying about Kali Linux vs. Windows Server and other solutions. Updated: December 2025.
881,082 professionals have used our research since 2012.