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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) (5th), 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) (12th), Data Loss Prevention (DLP) (21st), Cloud Access Security Brokers (CASB) (13th), Distributed Denial-of-Service (DDoS) Protection (8th), 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
6.4
Number of Reviews
25
Ranking in other categories
Enterprise Infrastructure VPN (3rd), ZTNA (2nd)
 

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 security aspect of the solution, particularly the malware behind it, is excellent."
"The security aspect of the solution, particularly the malware behind it, is excellent. That's something that really helped us out. It's not just a simple proxy that just blocks the insights of potential threats that come on behind it. They do malware detection and that helps us a lot."
"The console is cloud-based, which is something I really appreciate."
"iboss is pretty scalable. They provide good support. The case managers you work with to coordinate what you need are pretty good."
"The iboss solution gives me the ability to scan the traffic through all the ports, through all the 131,000 PCP and UDP ports, and with this ability, we have the granularity also for consults over social media and applications on mobile, and this is an advantage that the customers are looking for right now."
"Its initial setup was straightforward."
"iboss has significantly lowered the number of security incidents. It is crazy how much it blocks and how much it is aware of the outside danger."
"We chose iboss for both zero trust and proxy (SWG) because their SWG was superior."
"Cloudflare DDoS is better than its competitors for its security, deployment, and scalability."
"Clover is the best product globally."
"It will take the blow rather than our applications should an attack occur."
"Cloudflare Zero Trust Platform removes the risk of exposing the applications to the public."
"Cloudflare, in my opinion, was easy to implement."
"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."
"I'm very satisfied with the environment and the dashboard."
"Enables me to work from two locations."
"Tailscale's best features include the ability to seamlessly integrate and add devices, exit nodes, a very simple UI that is easy to set up, and importantly, access to a CLI so that my agents can set up Tailscale for me."
"Tailscale has positively impacted my organization with shorter time for setting up connections and improved accessibility."
"The security is valuable, as there are many providers available, but Tailscale fulfills the requirements that we had, allowing us to access and expose internal apps without exposing them to the general internet."
"The best features Tailscale offers for me are how easily we can connect to different clusters and different systems."
"I have been using it every day since June 2025, and it has never given me a problem."
"Tailscale is a very solid framework and is very useful for smaller companies if they want to start out or even bigger companies who want to have a robust network of devices that they want to manage."
"The most positive impact Tailscale has had on my organization is significant."
"Tailscale is a great solution that is fast, easy, and cheap."
 

Cons

"Fold that in with the risk intelligence they're getting from all of the different subscriptions they are a part of. Now, these security companies subscribe to things like emerging threats, databases, etc. You can fold all this intelligence to decide what's happening on an endpoint. I would love to see them start moving into that space. That would compete directly with Microsoft. Maybe that's why they haven't. Having that ability native within the solution would be great. The other area in which I would love to see improvement is more detailed descriptions of why they block websites."
"To scale up, a new iboss Node Blade Chassis must be purchased."
"If they could implement an extra security layer preventing access to iboss from the open internet, it would be great."
"iboss can be improved because the integration could be better; you need to import all the sites that you access today, and there are a few problems whenever you import thousands of websites, making the integration process messy for the users."
"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."
"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."
"The reporting feature needs improvement."
"Its pricing could be better."
"From a logging perspective, it is still a bit difficult to see exactly what users are being blocked with the current views."
"I would like them to include a VPN feature to provide a secure connection to the data center."
"The software has automated alerts, but the automated alerts are not available in the mobile app."
"The response time for support must be reduced."
"The tool should provide on-premise versions. Currently, all versions are cloud-based."
"Our customers no longer use Cloudflare because its service is subpar."
"Cloudflare Zero Trust Platform needs to improve its documentation. It took time to do the implementation."
"Our subscription plan for the solution has a limitation of bot signatures."
"I think Tailscale can be improved by enhancing the free side of things."
"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."
"However, I think improvements could be made in the support for UI clients, especially on Linux machines."
"The only improvement I see for Tailscale is that I would love to check out Headscale to fully host it on my own infrastructure."
"Sometimes you might need to restart your entire system for it to connect."
"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 am currently facing an issue where on my Mac, Tailscale does not allow me to log in to multiple accounts."
"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

"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."
"The overall pricing for iboss is very competitive and transparent."
"We have not priced the solution recently, but they were competitive with other vendors in the past."
"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."
"It is probably in line with other solutions, but I do not deal with the financial side."
"It is expensive compared to one of its competitors."
"The pricing is somewhere in the middle. I would rate the pricing a seven out of ten."
"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."
"The solution's pricing lacks transparency."
"Cloudflare Zero Trust Platform's pricing is good."
"The price tag is no longer $200,000, but rather $300,000 to $400,000. It's twice."
"The solution is not that expensive."
"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."
"The prices are slightly expensive."
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Top Industries

By visitors reading reviews
Financial Services Firm
11%
Manufacturing Company
10%
Computer Software Company
8%
Construction Company
7%
Construction Company
19%
Comms Service Provider
10%
Financial Services Firm
9%
Manufacturing Company
8%
Comms Service Provider
14%
University
10%
Financial Services Firm
9%
Computer Software Company
8%
 

Company Size

By reviewers
Large Enterprise
Midsize Enterprise
Small Business
By reviewers
Company SizeCount
Small Business7
Midsize Enterprise7
Large Enterprise8
By reviewers
Company SizeCount
Small Business10
Midsize Enterprise1
Large Enterprise12
By reviewers
Company SizeCount
Small Business16
Midsize Enterprise4
Large Enterprise4
 

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 Zero Trust Platform?
In my opinion, Cloudflare One can be improved mainly through compatibility, as the integration should be much simpler...
What is your primary use case for Cloudflare Zero Trust Platform?
Cloudflare One's primary use case for my organization is to protect servers and to provide remote access with the VPN...
What needs improvement with Tailscale?
I would love to see two specific improvements brought to the Tailscale Android client, both of which are standard in ...
What is your primary use case for Tailscale?
I use Tailscale to connect to my home server for various tasks, such as checking its status and streaming movies or s...
What advice do you have for others considering Tailscale?
I am currently utilizing Tailscale's free tier, and it has performed flawlessly. For any individual, hobbyist, or sma...
 

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: June 2026.
900,644 professionals have used our research since 2012.