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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
7.1
Number of Reviews
24
Ranking in other categories
Secure Web Gateways (SWG) (6th), Internet Security (3rd), Web Content Filtering (1st), Cloud Access Security Brokers (CASB) (6th), ZTNA as a Service (6th), Secure Access Service Edge (SASE) (7th)
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) (22nd), Cloud Access Security Brokers (CASB) (12th), Distributed Denial-of-Service (DDoS) Protection (8th), Software Defined WAN (SD-WAN) Solutions (13th), Access Management (12th), Bot Management (3rd), ZTNA as a Service (8th), ZTNA (4th), Secure Access Service Edge (SASE) (9th), Remote Browser Isolation (RBI) (2nd)
Tailscale
Average Rating
8.8
Reviews Sentiment
6.4
Number of Reviews
26
Ranking in other categories
Enterprise Infrastructure VPN (2nd), 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

"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."
"As I mentioned, the return on investment is significant, as it saved our office locations' bandwidth because when you are working remotely at home, your internet traffic routes directly to iboss and will not go to your office building, saving bandwidth bottlenecks and ensuring that issues with our building internet circuits will not impact your internet connectivity because you are directly going to the iboss data center."
"Its initial setup was straightforward."
"This product is solid, fairly easy to use, and reliable."
"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."
"Content filtering is the most useful feature of iboss."
"iboss is pretty scalable. They provide good support. The case managers you work with to coordinate what you need are pretty good."
"The solution has massively improved our security posture, giving us full visibility into what our staff does online."
"Cloudflare DDoS mitigates DDoS attacks."
"Cloudflare Access is a stable solution."
"It is a stable solution."
"It's a perfect solution from my perspective; it's easy to understand and easy to configure."
"Clover is the best product globally."
"The capabilities of the software are strong enough for me to do what it's supposed to do. For me, we don't need to do a lot of configuration on our site. We just enable it and monitor it."
"We mostly use Cloudflare WAF, and gets basic Cloudflaire DDoS, caching as extra bonus . We like the factor these features are all integrated into 1 console, simple to manage."
"Cloudflare One has assisted in securing my remote workforce through a SASE solution with Cloudflare One and the Workers part, although I am not currently using the Workers component."
"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."
"The best features Tailscale offers for me are how easily we can connect to different clusters and different systems."
"There is no better option than this."
"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'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."
"In my job, Tailscale has reduced the amount of work and headache of having a VPN between servers and cloud, so instead of following a longer and complex process of having a site-to-site VPN and a device with a fixed public IP to connect with the cloud and other spots in Morocco, especially in Tangier, Tailscale simplifies all of that."
"I have been using it every day since June 2025, and it has never given me a problem."
"The most positive impact Tailscale has had on my organization is significant."
 

Cons

"Sometimes the agent stops working in iboss, and we have to reinstall the agent."
"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."
"Regarding pricing, setup costs, and licensing, iboss is not cheap, and that's my only concern."
"Its pricing could be better."
"The endpoint-type solution is an area that needs some improvement."
"One thing I would like to see differently with their Zero Trust platform is that some of the AI aspects related to high-risk activities have more false positives."
"File integrity monitoring would be very advantageous as an additional feature."
"I'd like to see them accelerate development on the security side, particularly around data loss prevention."
"Automation could be improved where you can easily add a TLS and SSL certificate to an application or web app if the developer did not include it."
"Feedback could be enhanced. While I work efficiently with Clover as a partner in Mexico City, sometimes the information and requests are easier to manage with more concrete solutions."
"The onboarding process can be improved a little bit."
"Our customers no longer use Cloudflare because its service is subpar."
"The response time for support must be reduced."
"Cloudflare Zero Trust Platform needs to improve its documentation. It took time to do the implementation."
"The pricing is an area that can be improved. Pricing, as far as I recall, was the source of our problems."
"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."
"Currently, if Tailscale goes down, our services are not operable."
"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 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."
"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."
"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."
"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."
"Sometimes you might need to restart your entire system for it to connect."
 

Pricing and Cost Advice

"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."
"We have not priced the solution recently, but they were competitive with other vendors in the past."
"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."
"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 prices are slightly expensive."
"Cloudflare Zero Trust Platform's pricing is good."
"The solution's pricing lacks transparency."
"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 pricing is somewhere in the middle. I would rate the pricing a seven out of ten."
"The price tag is no longer $200,000, but rather $300,000 to $400,000. It's twice."
"The solution is not that expensive."
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Top Industries

By visitors reading reviews
Financial Services Firm
11%
Manufacturing Company
9%
Computer Software Company
8%
Construction Company
7%
Construction Company
19%
Comms Service Provider
11%
Outsourcing Company
9%
Financial Services Firm
8%
Comms Service Provider
16%
University
9%
Financial Services Firm
9%
Computer Software Company
8%
 

Company Size

By reviewers
Large Enterprise
Midsize Enterprise
Small Business
By reviewers
Company SizeCount
Small Business11
Midsize Enterprise8
Large Enterprise10
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?
I think iboss could be improved by making reporting and dashboard customization more flexible, and simplifying troubl...
What is your primary use case for iboss?
I use iboss as a cloud-based secure web gateway to provide secure internet access, web filtering, and protect remote ...
What is your experience regarding pricing and costs for iboss?
My experience with iboss's pricing structure, setup cost, and licensing model has been positive, straightforward, and...
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 have a pretty basic use of Tailscale. I do not deploy it for a big organization, so I am generally happy with the p...
What is your primary use case for Tailscale?
My main use case for Tailscale is to access my home network remotely. In my home network, I have deployed a wide rang...
What advice do you have for others considering Tailscale?
I rate Tailscale overall a ten out of ten. I chose ten out of ten because the ease of installation, access to documen...
 

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.
908,800 professionals have used our research since 2012.