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Cloudflare One vs Tailscale comparison

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Comparison Buyer's Guide

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 (21st), Secure Web Gateways (SWG) (16th), 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 (10th), Bot Management (3rd), ZTNA as a Service (8th), ZTNA (2nd), Secure Access Service Edge (SASE) (10th), Remote Browser Isolation (RBI) (3rd)
Tailscale
Average Rating
9.0
Reviews Sentiment
4.6
Number of Reviews
1
Ranking in other categories
Enterprise Infrastructure VPN (17th), ZTNA (6th)
 

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.
reviewer2797194 - PeerSpot reviewer
Software Engineer
Securing private cloud workflows has protected sensitive AWS resources with fine-grained access
The best features Tailscale offers are highlighted by the fact that setting up Tailscale was straightforward, at least once you are following the documentation and the guides. 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 complex site-to-site connections are replaced using VPNs, and we can SSH into our remote desktops or SSH into our EC2 machines in our AWS regions in a secure way. About the features that make Tailscale stand out for me, with access control lists, we can fine-grain what can be accessed and by whom. It solved our base use case, which is keeping our secured infrastructure behind a private VPN, and that is why we started using it in the first place. Tailscale has had more positive impacts on my organization regarding security.

Quotes from Members

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

Pros

"iboss is pretty scalable. They provide good support. The case managers you work with to coordinate what you need are pretty good."
"Its initial setup was straightforward."
"Granular setup, which was able to set different levels of filters using the OUs in the AD."
"I would rate the technical support of iboss a solid 10 without a shadow of a doubt."
"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."
"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."
"I would definitely recommend iboss for web filtering purposes to other organizations or individuals."
"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 simplicity of the solution is its valuable features as almost no effort was needed to learn the configurations. It is also one of the cheapest firewalls available in this category."
"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."
"Cloudflare Access is part of the Zero Trust philosophy."
"It is a stable solution."
"Cloudflare is by far the most effective solution that I have come across."
"Cloudflare is simple to use."
"The tool also offers good scalability, and the dashboard, along with real-time analytics, is very good."
"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 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."
 

Cons

"I am currently doing a PoC of the zero trust aspect of it. Compared to other similar solutions, it is hard to get around each feature. It takes a while to get used to it."
"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."
"File integrity monitoring would be very advantageous as an additional feature."
"If they could implement an extra security layer preventing access to iboss from the open internet, it would be great."
"Iboss is growing so fast that it is often hard for them to keep up with the challenges."
"Regarding pricing, setup costs, and licensing, iboss is not cheap, and that's my only concern."
"Our biggest problem with their service was it did not recognize the device and filtering did not always work correctly."
"Its pricing could be better."
"Operating and tuning the product is difficult."
"The response time for support must be reduced."
"Cloudflare Zero Trust Platform needs to improve its documentation. It took time to do the implementation."
"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 tool should provide on-premise versions. Currently, all versions are cloud-based."
"They don't have a person to provide support for customers using the solution under their free plan."
"For the topic of improvement, providing some training material is one of my suggestions."
"Regarding how Tailscale can be improved, I think for free users, there are some limited options."
 

Pricing and Cost Advice

"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 probably in line with other solutions, but I do not deal with the financial side."
"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 not expensive, and it is also not cheap. iboss is priced right in the sweet spot for the number of features it offers."
"The prices are slightly expensive."
"Cloudflare Zero Trust Platform's pricing is good."
"The solution's pricing lacks transparency."
"The price tag is no longer $200,000, but rather $300,000 to $400,000. It's twice."
"The pricing is somewhere in the middle. I would rate the pricing a seven out of ten."
"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 is not that expensive."
"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
No data available
Computer Software Company
12%
Comms Service Provider
11%
Financial Services Firm
9%
Manufacturing Company
7%
Comms Service Provider
15%
Computer Software Company
10%
Financial Services Firm
8%
Manufacturing Company
7%
 

Company Size

By reviewers
Large Enterprise
Midsize Enterprise
Small Business
By reviewers
Company SizeCount
Small Business6
Midsize Enterprise6
Large Enterprise5
By reviewers
Company SizeCount
Small Business10
Midsize Enterprise2
Large Enterprise10
No data available
 

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, ...
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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.
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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, Cloudflare, Check Point Software Technologies and others in ZTNA. Updated: January 2026.
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