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Cloudflare One vs Tailscale comparison

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Executive SummaryUpdated on Jan 4, 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
7.1
Number of Reviews
19
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 (7th), Secure Access Service Edge (SASE) (8th)
Cloudflare One
Average Rating
8.8
Reviews Sentiment
6.7
Number of Reviews
22
Ranking in other categories
Email Security (20th), Secure Web Gateways (SWG) (15th), Data Loss Prevention (DLP) (21st), Cloud Access Security Brokers (CASB) (11th), Distributed Denial-of-Service (DDoS) Protection (7th), Software Defined WAN (SD-WAN) Solutions (13th), Access Management (12th), Bot Management (3rd), ZTNA as a Service (8th), ZTNA (3rd), Secure Access Service Edge (SASE) (10th), Remote Browser Isolation (RBI) (3rd)
Tailscale
Average Rating
8.8
Reviews Sentiment
6.5
Number of Reviews
9
Ranking in other categories
Enterprise Infrastructure VPN (14th), ZTNA (5th)
 

Featured Reviews

reviewer2701851 - PeerSpot reviewer
Managing Director
Enhances web security with a single pane of glass and flexible deployment
I don't see any need for improvement; one of the really good things about iboss as a company is that they listen to customer feedback. I have suggested enhancements, and they are responsive, making changes for the better, and they do a lot of testing. To improve iboss, although we haven't used it, we considered the VPN solution that comes with the highest tier licensing, which includes DLP and various other add-ons. We prefer using another product which automatically logs you back onto your network when turning on your PC. With iboss, the connection is manual, which doesn't meet our needs. Additionally, sizing can be tricky because, although the initial recommendations may seem adequate, actual usage may require more gateways than anticipated.
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.
reviewer2811270 - PeerSpot reviewer
DevOps Engineer at a consultancy with 1-10 employees
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."
"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."
"It was a very easy product to install. It can be deployed very fast."
"Granular setup, which was able to set different levels of filters using the OUs in the AD."
"Our primary use case for this product is DLP,"
"The iboss system is highly reliable. The false positive rates are small compared to some other systems we've experienced through other partner agencies who use competing solutions."
"We were impressed by the solution's mental health function, which can detect if someone needs help. It scans what users are browsing and flags warning signs so we can check to see if they are okay. We've had to use it a couple of times."
"I would rate the technical support of iboss a solid 10 without a shadow of a doubt."
"The tool also offers good scalability, and the dashboard, along with real-time analytics, is very good."
"The blocking feature is very good."
"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."
"Clover is the best product globally."
"For Cloudflare Access, I am using the free plan...The most valuable feature is their protection."
"Cloudflare DDoS mitigates DDoS attacks."
"Using Cloudflare One makes my work quite easy because for DDoS protection, all I need to do is understand the OSI model and click; it makes it easier than trying to write a command line or use a Linux command."
"Cloudflare DDoS is better than its competitors for its security, deployment, and scalability."
"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."
"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."
"I have been using it every day since June 2025, and it has never given me a problem."
"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."
"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."
"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."
"Tailscale has been helping my organization a lot, primarily for security, as I do not have to open up any port in my router, which is really helpful."
"Tailscale has positively impacted my organization by making the previously unusable doorbell with the cloud solution fast and reliable for remote access."
 

Cons

"Sometimes, obviously, there are bugs."
"Sometimes the agent stops working in iboss, and we have to reinstall the agent."
"Sometimes when you call in support, you get someone who is just following a sheet. It feels like a runaround. You feel that you are running into that support wall."
"File integrity monitoring would be very advantageous as an additional feature."
"Its pricing could be better."
"If they could implement an extra security layer preventing access to iboss from the open internet, it would be great."
"The dashboards for local use could be better."
"Our biggest problem with their service was it did not recognize the device and filtering did not always work correctly."
"Lacks a VPN feature to provide a secure connection to the data center."
"The initial onboarding was causing us some confusion."
"The free plan has limitations. For example, I can only set up three rules, and the application firewall is unavailable."
"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."
"From a logging perspective, it is still a bit difficult to see exactly what users are being blocked with the current views."
"The onboarding process can be improved a little bit."
"There are premium tier live service and lower tier live service, so we opted for the lower tier. But there is no medium tier where we pay a little extra and get a bit more service. So if that can be improved."
"For the topic of improvement, providing some training material is one of my suggestions."
"I feel the speed of the control servers are a bit too slow."
"Sometimes you might need to restart your entire system for it to connect."
"I think Tailscale can be improved by enhancing the free side of things."
"Regarding how Tailscale can be improved, I think for free users, there are some limited options."
"Currently, if Tailscale goes down, our services are not operable."
"However, I think improvements could be made in the support for UI clients, especially on Linux machines."
"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."
"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."
 

Pricing and Cost Advice

"It is expensive compared to one of its competitors."
"The overall pricing for iboss is very competitive and transparent."
"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 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."
"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."
"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 prices are slightly expensive."
"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 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."
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Top Industries

By visitors reading reviews
Financial Services Firm
11%
Computer Software Company
10%
Manufacturing Company
9%
Comms Service Provider
6%
Comms Service Provider
10%
Computer Software Company
9%
Financial Services Firm
8%
Manufacturing Company
8%
Comms Service Provider
16%
Computer Software Company
9%
Financial Services Firm
8%
Media Company
8%
 

Company Size

By reviewers
Large Enterprise
Midsize Enterprise
Small Business
By reviewers
Company SizeCount
Small Business6
Midsize Enterprise6
Large Enterprise6
By reviewers
Company SizeCount
Small Business10
Midsize Enterprise2
Large Enterprise10
By reviewers
Company SizeCount
Small Business8
Midsize Enterprise2
Large Enterprise1
 

Questions from the Community

What needs improvement with iboss?
For zero trust implementation, we encountered complexity issues, especially with a large infrastructure company Exxon...
What is your primary use case for iboss?
Previously when I used iboss, we did the POC for iboss for ExxonMobil. Four or five people wanted to move from our ol...
What is your experience regarding pricing and costs for iboss?
Regarding pricing, setup costs, and licensing, iboss is not cheap, and that's my only concern. There are cheaper alte...
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?
Regarding how Tailscale can be improved, I think for free users, there are some limited options. However, we have a p...
What is your primary use case for Tailscale?
We have been using Tailscale for about four or five months, and we have been using it from the beginning. For our mai...
What advice do you have for others considering Tailscale?
My advice to others looking into using Tailscale is that if there is a use case where you want to secure your private...
 

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 Fortinet, Check Point Software Technologies, Cloudflare and others in ZTNA. Updated: February 2026.
884,873 professionals have used our research since 2012.