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Cloudflare One vs Tailscale comparison

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Comparison Buyer's Guide

Executive SummaryUpdated on Apr 5, 2026

Review summaries and opinions

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

Categories and Ranking

iboss
Sponsored
Average Rating
8.4
Reviews Sentiment
6.9
Number of Reviews
22
Ranking in other categories
Secure Web Gateways (SWG) (6th), Internet Security (3rd), Web Content Filtering (1st), Cloud Access Security Brokers (CASB) (7th), ZTNA as a Service (8th), Secure Access Service Edge (SASE) (8th)
Cloudflare One
Average Rating
8.6
Reviews Sentiment
6.5
Number of Reviews
23
Ranking in other categories
Email Security (20th), Secure Web Gateways (SWG) (13th), Data Loss Prevention (DLP) (20th), Cloud Access Security Brokers (CASB) (12th), Distributed Denial-of-Service (DDoS) Protection (7th), Software Defined WAN (SD-WAN) Solutions (12th), Access Management (11th), Bot Management (3rd), ZTNA as a Service (9th), ZTNA (4th), Secure Access Service Edge (SASE) (10th), Remote Browser Isolation (RBI) (3rd)
Tailscale
Average Rating
8.8
Reviews Sentiment
6.3
Number of Reviews
21
Ranking in other categories
Enterprise Infrastructure VPN (4th), ZTNA (3rd)
 

Featured Reviews

Ashok Ananthula - PeerSpot reviewer
Senior Consultant Proxy Engineering at a financial services firm with 10,001+ employees
Cloud gateway has strengthened remote web security and now needs better Mac and ISP support
The problem our organization had is that iboss failed for the Mac devices. It is not able to give a successful agent for the Mac agents. That is where in 2025, we had to migrate to the Palo Alto-based platform. If your use case is for just Windows laptops,you can consider this platform as an option One issue is the data center resiliency part. In India especially, they are not tied up with the Tier 1 ISPs like Tata or Airtel; they were having Tier 2 ISPs and encountered many issues reaching few major sites that my organization depends on, and they were having problems that they could not fix quickly. They also lack a mechanism to route that traffic within their data center; rather, they ask customers to make a pac file change to route it to Singapore explicitly. It would be better if they route from their backend , i mean even if I send it to India DC, they should be able to route it internally to make that work; however, they fail to do that and ask the customer to route it in the pac file. Another suggestion is that in China, they do not have the proper setup; they used to have numerous problems with slowness and lack of premium circuits in China as well. That leads to multiple sites working slowly with latency-related issues. So the main issue is the ISP-related problems that need to be solved.
CV
Network Architect at IP Dimension
Cloud security has improved remote access and has reduced costs for smaller client sites
I have used Cloudflare One's Identity-Aware Proxy, and it is quite straightforward from what I have seen so far. The app registration on the Azure side integrates fully into Cloudflare, and I am very satisfied with that part because it is easy to set up. The integration of Cloudflare One's Secure Web Gateway and Zero Trust Network Access works without any issues. That part is pretty automatic, and if you complete the rest of the setup, it comes together by itself with no issues from my side. What makes it nice is that we can actually start replacing on-site firewalls at this stage for the smaller clients because it does not matter if they go to a coffee shop or work from home; they are still secured by the same connection. The hops get shorter and you get better latency. We have done testing to see if it is better. One thing that we did notice with our proof of concept with our current client is that they have people connecting from the UK. When they used their previous VPN solution, uploading CAD drawings and other files to the server took a long time. They mentioned that it is much quicker on Cloudflare One's solution. I definitely believe that is part of the improved performance, and I am satisfied with that as well. What is nice about Cloudflare One is that it makes the setup easier and also easier to train technicians to maintain it. Compared to legacy systems, we do not need to get fancy firewalls in place that are costly. That is definitely also a cost-saver with Cloudflare One.
Adeniyi Stephen - PeerSpot reviewer
DevOps Engineer at CloudKite.io
Secure access has simplified hybrid connectivity and has unified multi-cluster workflows
I would say that in terms of Tailscale, if I have so many tailnets I need to connect to, there are some issues in the login process that need a little bit of attention from the Tailscale team. Sometimes, you would probably need to restart your entire system for it to connect. As a DevOps as a Service engineer, I have so many clients that are using Tailscale, and I would need to connect to maybe five different tailnets because they are different clients. Client A might have a Tailscale, Client B, Client C, and so on. When changing between tailnets, sometimes it hangs. Sometimes you might need to restart your entire system. This is a bit of a headache in that aspect. However, I believe if you are just using a particular tailnet, just one, then it is quite easy and there won't be any headache. For me, I think it can be improved in the aspect of having multiple tailnets to connect to. A good refresh on the Tailscale side and the backend side to refresh the connection anytime there is a new connection to be made would be helpful. Instead of needing to restart the system, it should be able to refresh itself. The connection side and connecting to multiple Tailscale instances can be problematic, and sometimes you have to restart your system when switching between them. The ACL sometimes is like another language on its own entirely. It is fine, but they need to make it in a YAML format instead of the current format because it is quite new and something you have to go and study. If they can make it like a YAML format, that would be better. Aside from the switching which I mentioned and the fact that you have to relearn their ACL, if the ACL could be in a YAML format instead of JSON format, that would be beneficial. I don't think there is much they can do about the switching of tailnets, but if they can have a YAML format of the ACL, that would be good. Every other thing is a ten out of ten. The connection-wise is easy to set up and easy to install. It is good to have things connected all together from on-premises, from so many environments, and even exit nodes as well. It is good overall. The pricing, I think Tailscale can be a little bit on the higher side. It is not for teams with just small users. If you want to set it up for small users and a small startup, I don't think you can afford it and might need to go to other open-source alternatives. It is good for teams that have maybe fifty plus users or one hundred users. In terms of pricing, I would say it is on the higher side, but it is worth it. The price is worth the functionality. As a user, I would say it is more on the higher side, but based on its functionality, it is worth the price.

Quotes from Members

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

Pros

"The solution has massively improved our security posture, giving us full visibility into what our staff does online."
"Technical support is pretty sharp and very responsive."
"iboss is among the few products providing inline filtering where no application is needed on the device. It operates on the network side and is not device-based. This feature was one of the main reasons why we stayed with them for so long."
"iboss is pretty scalable. They provide good support. The case managers you work with to coordinate what you need are pretty good."
"iboss is easy to use despite its complexity. Multiple engineers manage it, but it's significantly more straightforward to administer than traditional VPNs and web proxies."
"We chose iboss for both zero trust and proxy (SWG) because their SWG was superior."
"From a corporate perspective, I understand that it's important to keep the company data safe."
"Our primary use case for this product is DLP,"
"Cloudflare, in my opinion, was easy to implement."
"Cloudflare DDoS is better than its competitors for its security, deployment, and scalability."
"The solution has different options that can be used to differentiate DDoS attacks."
"The best feature is rate limiting. If I'm expecting 500 visits per hour, Cloudflare will limit the requests if I suddenly get 50,000."
"It will take the blow rather than our applications should an attack occur."
"It's the endpoint exposition. We don't need to expose our VPN server to the internet and need a zero-test solution. I can apply some conditional access to the endpoint that's connecting to our network to check their security policies or the security condition of their workstation. Once the workstation is trying to connect to my internal network, then I would like to check the discrete condition of these endpoints that are trying to access my internal network. We created some conditional access. We have CrowdStrike, to check if the CrowdStrike is installed, to check if it's updated, and to check for Windows updates. We created some conditional policies to check it."
"The tool also offers good scalability, and the dashboard, along with real-time analytics, is very good."
"It's a perfect solution from my perspective; it's easy to understand and easy to configure."
"Since implementing Tailscale, we have seen improved remote access reliability, reduced VPN maintenance overhead, faster onboarding for new users, and stronger security through identity-based access controls, all while significantly lowering the administrative workload."
"This quick setup with Tailscale has saved me probably days of work that I would have spent learning how to configure traditional VPN solutions, more traditional solutions like WireGuard, where I would have had to learn their entire configuration process and it would have taken days just to set that up."
"Tailscale has really helped in terms of security because users can be in another part of the world and, instead of them connecting to the company environment through the local network there, they can switch on their Tailscale and once they switch on their Tailscale, they don't have to connect over their internet; they just go through Tailscale to access company infrastructures."
"For my organization, we use Tailscale for our database as a secure way to access our VPC, and it is an easy, lightweight, and very useful way for everyone to connect and disconnect with a very nice UI."
"With Tailscale, I set it up and forget it because it just works, allowing me to avoid worrying about the whole VPN aspect of my home network architecture."
"In terms of how Tailscale has impacted my organization positively, it is good for security on the network side of things and helps us connect properly, so because our company is remote globally, even if someone is in Australia and needs to connect to a cluster or any services, instead of routing through the public internet and exposing the traffic there, we can connect internally through Tailscale tailnets and everybody is working."
"Since implementing Tailscale, we have seen improved remote access reliability, reduced VPN maintenance overhead, faster onboarding for new users, and stronger security through identity-based access controls, all while significantly lowering the administrative workload."
"There is no better option than this."
 

Cons

"The dashboards for local use could be better."
"Sometimes the agent stops working in iboss, and we have to reinstall the agent."
"SSL decryption: We had issues with learners using apps instead of using web browsers. This type of encryption is tough for any appliance in a BYOD environment."
"Sometimes, obviously, there are bugs."
"For zero trust implementation, we encountered complexity issues, especially with a large infrastructure company ExxonMobil."
"The reporting feature needs improvement. It doesn't give you the expected results. It is quite difficult to get the specific reports needed, and it is not as intuitive as the rest of the platform."
"I'd like to see them accelerate development on the security side, particularly around data loss prevention."
"Their on-premise hardware's network interface is capped at one gigabit, which is sort of a problem. If you stand a filter up where all traffic flows through that, according to them, in order to go above a gigabit, you have to have multiple devices, which in today's IT seems a little bit silly. They could easily put in an SFP port into their device that could accommodate 10 gigs or at least offer a box."
"When there are any dynamic changes in complex applications, the tool takes a lot of time, making its analytics-related area a major matter of concern where improvements are needed."
"The onboarding process can be improved a little bit."
"Lacks a VPN feature to provide a secure connection to the data center."
"From a logging perspective, it is still a bit difficult to see exactly what users are being blocked with the current views."
"They don't have a person to provide support for customers using the solution under their free plan."
"The initial onboarding was causing us some confusion."
"Cloudflare One is not very powerful, but for what we require, it is basic and sufficient."
"The software has automated alerts, but the automated alerts are not available in the mobile app."
"Tailscale could be improved with more advanced network visibility and monitoring tools, cleaner pricing tiers for scaling teams, and enhanced built-in reporting for device posture and controls for enterprise environments."
"One thing I want Tailscale to improve is their user interface for Arch Linux, which is one of the devices I have that I installed Tailscale on, but they do not have the native package with full features, a capability I really want them to develop."
"I initially got introduced to Tailscale in high school when I needed access to services running on my server, but due to deep packet inspection being in place, I could not use Tailscale."
"Regarding how Tailscale can be improved, I think for free users, there are some limited options."
"I think Tailscale can be improved by enhancing the free side of things."
"I would not say anything in Tailscale's use case could be improved; what it does and its intended use is perfect, but the application on the laptop is a little buggy since it continuously opens in the background when it should not be."
"Another issue is that when I use Tailscale with other alternatives such as Radmin and ZeroTier, it takes high priority and takes all the incoming connections, even if the other alternative has a different IP scope."
"I am currently testing the ability to expose to the WAN certain services that we select, which is in beta. I imagine it is still in development, but from the tests we have done, the connection outward is quite slow, which is a point of curiosity, and I hope that aspect can be improved."
 

Pricing and Cost Advice

"The overall pricing for iboss is very competitive and transparent."
"It is expensive compared to one of its competitors."
"We had the cost of purchasing a new appliance along with the implementation and licensing costs. However, the following year, the cost of just licensing was similar to what was paid the previous year for a new appliance along with the implementation and licensing costs."
"It is probably in line with other solutions, but I do not deal with the financial side."
"It is not expensive, and it is also not cheap. iboss is priced right in the sweet spot for the number of features it offers."
"We have not priced the solution recently, but they were competitive with other vendors in the past."
"The pricing is somewhere in the middle. I would rate the pricing a seven out of ten."
"The solution's pricing lacks transparency."
"My company has to make yearly payments towards the licensing costs attached to the solution. There are no hidden charges apart from the licensing costs of the solution."
"Cloudflare Zero Trust Platform's pricing is good."
"The prices are slightly expensive."
"The solution is not that expensive."
"The price tag is no longer $200,000, but rather $300,000 to $400,000. It's twice."
"The pricing of the solution is cheap. The licensing cost is also very low. I rate the cost and pricing a three out of ten."
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Top Industries

By visitors reading reviews
Financial Services Firm
11%
Manufacturing Company
9%
Computer Software Company
9%
Construction Company
7%
Construction Company
20%
Comms Service Provider
10%
Financial Services Firm
8%
Manufacturing Company
6%
Comms Service Provider
15%
Computer Software Company
10%
Financial Services Firm
9%
University
9%
 

Company Size

By reviewers
Large Enterprise
Midsize Enterprise
Small Business
By reviewers
Company SizeCount
Small Business6
Midsize Enterprise7
Large Enterprise8
By reviewers
Company SizeCount
Small Business10
Midsize Enterprise2
Large Enterprise11
By reviewers
Company SizeCount
Small Business16
Midsize Enterprise4
Large Enterprise3
 

Questions from the Community

What needs improvement with iboss?
The problem our organization had is that iboss failed for the Mac devices. It is not able to give a successful agent ...
What is your primary use case for iboss?
We used iBoss mainly for Internet Access by having an Agent on Windows laptops Primarily because when we try to use i...
What is your experience regarding pricing and costs for iboss?
I am not involved in pricing, but as per the information I have, during that time, the Blue Coat proxies we were usin...
What needs improvement with Cloudflare Access?
Cloudflare Access has strong integration with Microsoft, among other platforms. However, when it comes to Kaspersky, ...
What is your primary use case for Cloudflare Access?
Cloudflare Access provides secure access to internal applications for employees, external members of the organization...
What advice do you have for others considering Cloudflare Access?
Cloudflare Access is one of the best integrations available. While about two hundred vendors offer similar services, ...
What needs improvement with Tailscale?
Tailscale could be improved in different ways. I have not really found any problem with it so far. It pretty much sol...
What is your primary use case for Tailscale?
My main use case for Tailscale is connecting to company internal systems due to GDPR requirements. The company is loc...
What advice do you have for others considering Tailscale?
My advice to others looking into using Tailscale is to definitely try it out because it is going to really abstract a...
 

Also Known As

iBoss Cloud Platform
Cloudflare Area 1 Email Security, Cloudflare Bot Management, Cloudflare Gateway, Cloudflare Zero Trust Platform, Cloudflare DDoS, Cloudflare SASE & SSE Platform
No data available
 

Overview

 

Sample Customers

More than 4,000 global enterprises trust the iboss Cloud Platform to support their modern workforces, including a large number of Fortune 50 companies.
23andMe
Bamboo Health, Duolingo, Shiguredo, Instacart, Corelight, Machinify, Bolt, Mercari, Cobalt, Yugabyte, Jasper, VersaBank, Zego, Gini and Finter
Find out what your peers are saying about Cloudflare One vs. Tailscale and other solutions. Updated: April 2026.
893,164 professionals have used our research since 2012.