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Skyhigh Security vs Tailscale comparison

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Comparison Buyer's Guide

Executive Summary

Review summaries and opinions

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

ROI

Sentiment score
5.4
Implementing iboss boosted efficiency and security, offering high ROI despite increased per-device fees, through enhanced productivity and reduced VPN dependency.
Sentiment score
5.0
Skyhigh Security enhances efficiency, reduces manual tasks, and improves governance, though exact financial benefits are hard to quantify.
Sentiment score
4.7
Tailscale offers significant efficiency, saving time and reducing costs, security incidents, and VPN-related support for organizations.
With iboss, whenever you turn on your laptop, the iboss agent automatically connects to the iboss cloud, enforcing all security policies. So with respect to the security side, it strengthens measures.
Senior Consultant Proxy Engineering at a financial services firm with 10,001+ employees
Deploying iboss leads to good return on investment, estimated around 70% to 80%.
Manager at Cyvogenix
I have seen some cost effectiveness from iboss; it has reduced certain support requirements, making it a more hands-off solution.
Managing Director
With Skyhigh Security, that same analysis could often be reduced to around ten minutes
Sales Engineer at a consultancy with 11-50 employees
By moving to having more in the cloud, their cloud is automatically updated as part of a SaaS solution, which reduces the responsibility on the company to do the updates themselves.
Manager - Cyber Security at a educational organization with 1-10 employees
I have seen a return on investment from using Skyhigh Security; we saved a lot of time since the dashboard gives the complete picture of the overall usage of cloud apps.
Cloud Operations Engineer at a tech vendor with 1,001-5,000 employees
Previously, networks with FortiGate were used, and that forced us to spend on hardware. With Tailscale, that type of investment is not necessary.
Devops Engineer at Allenta
We have seen clear return on investment since implementing Tailscale by eliminating VPN server infrastructure costs.
System Engineer at a healthcare company with 11-50 employees
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.
Application Security Engineer at a tech vendor with 501-1,000 employees
 

Customer Service

Sentiment score
7.6
Iboss support is praised for responsiveness and knowledge but faces challenges with response times and communication during outages.
Sentiment score
7.3
Skyhigh Security's customer service is rated high, but technical support needs improvement in consistency and first-contact resolution.
Sentiment score
6.0
Tailscale's robust application rarely needs support, but users praise its responsive and effective assistance when required.
They are very fast, responsive, and knowledgeable.
Head of Cybersecurity at SES Water
The quality of the support is fantastic.
Educational Technology Coordinator at a performing arts with 201-500 employees
We had promising discussions about resolving these issues, but no real action followed.
Network Administrator at a educational organization with 51-200 employees
We can know the case severity such as P1, P2, or P3, allowing easy interaction from the customer support side.
Technical Associate Network Security at Valuepoint Systems
Weekly setup calls are conducted with all clients to discuss ongoing issues and resolutions.
Deputy Manager at a comms service provider with 10,001+ employees
There is also some really good diagnostic information built into their web gateways that they deploy on-premise if you want to do hybrid, so they get a lot of information before you even know something might be wrong.
Manager - Cyber Security at a educational organization with 1-10 employees
Tailscale is that reliable, and their documentation answers any questions I have.
Application Security Engineer at a tech vendor with 501-1,000 employees
The user interface, documentation, and support for Tailscale are fabulous.
IT Support / Sysadmin
I would give it a ten out of ten.
DevOps Engineer at CloudKite.io
 

Scalability Issues

Sentiment score
7.2
iboss offers scalable, containerized cloud architecture, efficiently expanding resources and swiftly resolving performance issues during traffic spikes.
Sentiment score
6.6
Skyhigh Security is highly scalable and adaptable, despite occasional documentation overload and portal slowdowns in cloud environments.
Sentiment score
6.8
Tailscale is praised for scalability, efficient performance across platforms, and handling numerous connections with adaptable cost scaling.
They are also able to meet on-demand requirements based on your contract with them, and can easily provide adequate resources and scalability.
Senior Consultant Proxy Engineering at a financial services firm with 10,001+ employees
I would rate it a nine out of ten for scalability.
If I start seeing sluggishness or anything like that, I just reach out to my rep, and they connect with their dev team, typically resolving it the same day.
Educational Technology Coordinator at a performing arts with 201-500 employees
Scalability-wise, for monitoring cloud apps, Skyhigh Security is more scalable, and we never faced any scalability issues on the dashboards.
Cloud Operations Engineer at a tech vendor with 1,001-5,000 employees
They have peering agreements with a lot of the major ISPs where their data centers are, which allows them to get a really good bandwidth allocation.
Manager - Cyber Security at a educational organization with 1-10 employees
We upgraded with a plan for the next five to seven years to run with this solution because this easy scalability is what we are able to achieve with Skyhigh Security for our environment.
Security Consultant at RL
I would say it is really scalable, and I do not think I have ever experienced any downtime with Tailscale.
Software Engineer at Psycontech
As a free-tier user, I have tested my limits, connecting the maximum amount of devices, and everything performed great.
Application Security Engineer at a tech vendor with 501-1,000 employees
We have over 300 to 400 devices that use Tailscale that we connect with and utilize on a daily basis.
IT Support Engineer at a security firm with 11-50 employees
 

Stability Issues

Sentiment score
7.8
iboss is praised for stability, quick support, and reliability despite occasional minor challenges or growth-related fluctuations.
Sentiment score
7.5
Skyhigh Security is largely stable and reliable, with improvements and multi-location capabilities but some regional gaps remain.
Sentiment score
8.4
Tailscale is stable and reliable, with minimal downtime and seamless operation, though minor reconnections occur after inactivity.
It's been pretty solid; I've never had an outage with them, and if I ever had, it's only been once out of the seven years.
Educational Technology Coordinator at a performing arts with 201-500 employees
We've experienced zero downtime.
Head of Cybersecurity at SES Water
Our biggest problem with their service was it did not recognize the device despite our ClearPass sending information to the iboss box.
Network Administrator at a educational organization with 51-200 employees
We did not face any downtime on that site, so it is quite reliable.
Technical Associate Network Security at Valuepoint Systems
If your primary location is down, you just get diverted to the other one.
Manager - Cyber Security at a educational organization with 1-10 employees
It has many gaps, so I think some customers take three months and up to six months for the deployment of Skyhigh Security.
Secure at ESCARE COLtd
Tailscale is a SaaS platform, so Tailscale scales it themselves.
DevOps Engineer at CloudKite.io
Tailscale is stable; it has never given me downtime on their side.
Infrastructure Lead & Student Developer (also Head of Ops - FOSSCET) at College of Engineering Trivandrum
For what we use it for—interconnection and networks—it is very stable.
Devops Engineer at Allenta
 

Room For Improvement

Concerns include pricing, agent reliability, security, integration complexities, slow reporting, limited cloud integration, and improved support and presentations.
Skyhigh Security needs enhancements in reporting, support, API capabilities, and performance to improve user experience and efficiency.
Tailscale users seek improved UI, performance, easier management, better pricing for small teams, and enhanced cloud integration and anti-censorship.
It is not as intuitive as the rest of the platform.
Head of Cybersecurity at SES Water
iboss's single pane of glass console gives centralized visibility into web traffic, user activity, security policies, and alerts from one dashboard.
Manager at Cyvogenix
We also had a problem with a transition when we upgraded from one appliance of theirs to another, but their engineer lost a good deal of our data.
Network Administrator at a educational organization with 51-200 employees
There is no API available.
Security automation specialist at a comms service provider with 51-200 employees
Skyhigh Security does not have a local representative in the Philippines.
Product Team Lead at a tech services company with 501-1,000 employees
Skyhigh has its own DLP which is helping users not upload sensitive documents to the AI chatbot, making that a main good feature.
Information Security Specialist at a tech vendor with 1,001-5,000 employees
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.
System Engineer at a healthcare company with 11-50 employees
At my apartment, I can do 2-gig networking, but when I connect via the exit node, and I'm wired in somewhere else, and that place also has 2-gig networking, I'm at max getting half of my speed.
Software engineer
I would like Tailscale to provide more censorship-resistant options, such as Shadowsocks or VLESS, as fallback protocols.
IT Support / Sysadmin
 

Setup Cost

Iboss offers competitive, transparent pricing and simplicity, but costs may increase with usage compared to ZScaler and Check Point.
Skyhigh Security offers flexible yet potentially higher pricing, with costs depending on user numbers and required features.
Tailscale offers affordable pricing and setup, but costs may increase with more users, making it cost-effective compared to others.
It offers the same features you would get from a vendor that charges 250,000 British pounds for a fraction of the price.
Head of Cybersecurity at SES Water
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.
Network Administrator at a educational organization with 51-200 employees
Regarding pricing, setup costs, and licensing, iboss is not cheap, and that's my only concern.
Managing Director
After switching, cost savings would be in the millions since we were having many VPN edge routers, and there were many VPN tunnels utilized on the cloud, and after moving to ZTNA, we were able to cut the cost.
Information Security Specialist at a tech vendor with 1,001-5,000 employees
The pricing and licensing was generally aligned with the number of users and the models, and the cost depends on the scope, but I think Skyhigh Security has great pricing for the market.
Sales Engineer at a consultancy with 11-50 employees
Regarding pricing, the licensing and pricing for Skyhigh Security, especially for SWG, is cheap.
Product Team Lead at a tech services company with 501-1,000 employees
Tailscale has definitely made it so I don't have to incur additional costs.
Senior Technical Support Specialist at a tech vendor with 10,001+ employees
The setup has been straightforward and predictable with the per-user subscription model and no infrastructure or hardware setup cost, making the initial deployment inexpensive.
System Engineer at a healthcare company with 11-50 employees
I never used a license. I never purchased or bought anything more than the basic free license.
Field Service Engineer at a tech services company with 51-200 employees
 

Valuable Features

iboss excels with cloud-native security features, centralized management, zero trust access, and reliable, seamless integration for enhanced efficiency.
Skyhigh Security excels in security through tokenization, analytics, and compliance, simplifying tool integration and enhancing remote access.
Tailscale offers easy setup, secure connectivity, and flexibility across systems, enhancing network management without extensive technical expertise.
The solution's mental health function can detect if someone needs help.
Head of Cybersecurity at SES Water
It's given us a lot more visibility into our computer assets that may be infected with viruses and also shows us people who have unusually large uploads or might be engaging in high-risk activities, such as searches or going to sites not categorized by their web crawler.
Educational Technology Coordinator at a performing arts with 201-500 employees
iboss was the best solution for us because, no matter what domain you were in, everything is under a single pane of glass, which is exactly what we wanted.
Managing Director
Skyhigh Security dashboard helps monitor security threats, and it works well with very large enterprise environments.
Cloud Operations Engineer at a tech vendor with 1,001-5,000 employees
By going through their Zero Trust interface, we effectively had single sign-on to the internal network remotely without a VPN, so it reduced the overhead and gave us faster access to the files.
Manager - Cyber Security at a educational organization with 1-10 employees
The hardware and cloud usability features help my team by providing easy scalability, which is the main advantage.
Senior Associate at a tech services company with 10,001+ employees
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.
Software Engineer
The most valuable features are the Zero Trust architecture, peer-to-peer connectivity using WireGuard, easy deployment and setup, access control for granular permissions, single sign-on, subnet and routing, exit nodes, and cross-platform support.
System Engineer at a healthcare company with 11-50 employees
Tailscale's security is fabulous, especially the access control features and the ability to use existing OAuth accounts for access.
IT Support / Sysadmin
 

Categories and Ranking

iboss
Sponsored
Average Rating
8.4
Reviews Sentiment
6.9
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)
Skyhigh Security
Average Rating
8.2
Reviews Sentiment
6.5
Number of Reviews
72
Ranking in other categories
Secure Web Gateways (SWG) (7th), Data Loss Prevention (DLP) (14th), Cloud Access Security Brokers (CASB) (7th), ZTNA as a Service (10th), Secure Access Service Edge (SASE) (9th)
Tailscale
Average Rating
8.8
Reviews Sentiment
6.3
Number of Reviews
28
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.
DG
Deputy Manager at a comms service provider with 10,001+ employees
Centralized cloud security has improved DLP incident management and simplifies email protection
One major challenge is that downloading incidents during the investigation process takes a very long time, and this issue should be resolved. More customized columns and filtering options in incident review would be beneficial. File types should be included, such as file names along with file extensions, which are not currently available to my knowledge. Overall, Skyhigh Security is very good and just needs to improve in terms of the latency of downloading incidents.
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.
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Top Industries

By visitors reading reviews
Financial Services Firm
11%
Manufacturing Company
10%
Comms Service Provider
8%
Construction Company
7%
Financial Services Firm
13%
Manufacturing Company
10%
Government
8%
Comms Service Provider
8%
Comms Service Provider
15%
University
9%
Financial Services Firm
8%
Outsourcing Company
8%
 

Company Size

By reviewers
Large Enterprise
Midsize Enterprise
Small Business
By reviewers
Company SizeCount
Small Business13
Midsize Enterprise7
Large Enterprise11
By reviewers
Company SizeCount
Small Business34
Midsize Enterprise6
Large Enterprise49
By reviewers
Company SizeCount
Small Business19
Midsize Enterprise5
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 McAfee Web Gateway?
From my perspective as a distributor and based on feedback from my clients, Skyhigh Security has a bit of a disadvant...
What is your primary use case for McAfee Web Gateway?
I do not use Skyhigh Security firsthand, but M.Tech Philippines distributes Skyhigh Security as one of the authorized...
What advice do you have for others considering McAfee Web Gateway?
I always believe that Skyhigh Security works hand-in-hand with Trellix. What we are doing in our approach is to deliv...
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
McAfee MVISION Cloud, McAfee MVISION Unified Cloud Edge, McAfee Web Gateway, McAfee MVISION CNAPP, and Skyhigh Networks, McAfee Web Gateway
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Interactive Demo

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Overview

 

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