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Cisco Web Security Appliance vs Skyhigh Security comparison

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Executive SummaryUpdated on Nov 2, 2025

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
Ranking in Secure Web Gateways (SWG)
5th
Average Rating
8.4
Reviews Sentiment
7.1
Number of Reviews
19
Ranking in other categories
Internet Security (3rd), Web Content Filtering (1st), Cloud Access Security Brokers (CASB) (7th), ZTNA as a Service (7th), Secure Access Service Edge (SASE) (8th)
Cisco Web Security Appliance
Ranking in Secure Web Gateways (SWG)
17th
Average Rating
7.8
Reviews Sentiment
6.7
Number of Reviews
31
Ranking in other categories
No ranking in other categories
Skyhigh Security
Ranking in Secure Web Gateways (SWG)
18th
Average Rating
8.4
Reviews Sentiment
6.8
Number of Reviews
56
Ranking in other categories
Data Loss Prevention (DLP) (34th), Cloud Access Security Brokers (CASB) (12th), ZTNA as a Service (17th), Secure Access Service Edge (SASE) (18th)
 

Mindshare comparison

As of January 2026, in the Secure Web Gateways (SWG) category, the mindshare of iboss is 2.4%, up from 1.9% compared to the previous year. The mindshare of Cisco Web Security Appliance is 2.1%, down from 2.3% compared to the previous year. The mindshare of Skyhigh Security is 2.7%, down from 3.0% compared to the previous year. It is calculated based on PeerSpot user engagement data.
Secure Web Gateways (SWG) Market Share Distribution
ProductMarket Share (%)
iboss2.4%
Cisco Web Security Appliance2.1%
Skyhigh Security2.7%
Other92.8%
Secure Web Gateways (SWG)
 

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.
Vusa Ndlovu - PeerSpot reviewer
Security Solution Architect at a tech services company with 501-1,000 employees
Advanced protection features offer robust security while integration process presents challenges
With the WebAssign integration, it is not easy when I am integrating policies within the company, especially with NAND and wireless policies. The challenge arises when traffic is blocked from either wireless or wired connections. Although implementing it as a standalone is quicker, integrating BYOD with Cisco I and FTB can be tiring. Once it is done correctly, the functionality and reports become valuable, although the implementation part can still be challenging.
EK
Secure at ESCARE COLtd
Secure web access has improved threat protection while certificate management still needs work
It depends on the environment, I think, and I am saying that not all, but in Korea, most of the customers prefer on-premise. The setup and configuration process for Skyhigh Security can be short as a month, but regularly three months, and long as six months. The deployment may last up to half a year. I think analytics are better for understanding security posture, but actually, I was using the Web Gateway, so all the analysis and logs were made by Linux, which I do not prefer because they have so many things to do. It is good for the customer, but not for me. I think with the cloud, cloud SWG, anyone can access through the proxy, which is the good part, and it is something they can tell someone that is their strength. My overall rating for this product is seven out of ten.

Quotes from Members

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

Pros

"It was a very easy product to install. It can be deployed very fast."
"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."
"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."
"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."
"The console is cloud-based, which is something I really appreciate."
"I would definitely recommend iboss for web filtering purposes to other organizations or individuals."
"We chose iboss for both zero trust and proxy (SWG) because their SWG was superior."
"Our primary use case for this product is DLP,"
"It also has high availability."
"The most valuable feature is that we can use it as a proxy."
"The tool has good Umbrella DNS security."
"It integrates well with Cisco Email Security Appliance."
"The features I like most are the DLP functionality for web security and malware protection."
"Cisco regularly upgrades features for the customer's security requirements."
"I would recommend this solution to others."
"The deployment process is very simple."
"In terms of their compatibility with major cloud providers, in terms of their abilities, capabilities, and features, they exceed everyone's capabilities in the CASB market."
"A stable solution with good support."
"Box API features with DLP capabilities."
"I like the encrypted disk feature and the endpoint protection."
"It's an easy-to-use product."
"The solution provides great security, higher availability, and policy granularity."
"I personally don't have any issues with the performance or the stability of the solution."
"Skyhigh offers solutions like WLP and CASB. These tools provide instructions and guidelines for enhancing data security. Additionally, they offer additional software solutions for further protection."
 

Cons

"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."
"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."
"I'd like to see them accelerate development on the security side, particularly around data loss prevention."
"Our biggest problem with their service was it did not recognize the device and filtering did not always work correctly."
"Regarding pricing, setup costs, and licensing, iboss is not cheap, and that's my only concern."
"File integrity monitoring would be very advantageous as an additional feature."
"The dashboards for local use could be better."
"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 tool needs to provide logs. They need to improve firewall threat defense."
"The solution could improve the graphical user interface. It is not up to the regular standard of what we would expect from Cisco. Additionally, they need to improve the categorization when blocking in the settings. The CLI could have a better view than the graphical user interface but I did not investigate further."
"Sometimes reporting is a little bit short."
"The tool needs to improve cloud-based decryption."
"The GUI is not user-friendly, so it needs to improve or be simplified."
"The transparent proxy is quite difficult to enforce on smartphones and tablets."
"With the WebAssign integration, it is not easy when I am integrating policies within the company, especially with NAND and wireless policies."
"The solution is not very compatible with other products."
"It has many gaps, so I think some customers take three months and up to six months for the deployment of Skyhigh Security, and after the deployment, they use it for years."
"The feature that we would like to have is a hybrid environment, including both cloud and on-premises."
"Though the Skyhigh Dashboard is processing large amounts of data, the speed of the Dashboard could be improved."
"I would like to see more power being given to the admin. In the sense that in case an employee is facing an issue and they want to configure a service, like attaching an email in Gmail, for example, they should be given the option to make the service request and get that configured on the go."
"One thing that can be improved is their ability to integrate with other web proxies to discover unsanctioned IP apps."
"It needs to be more user-friendly, as it is a little bit complicated to use."
"There isn't really any aspect that is lacking."
"An area for improvement in Skyhigh Security is its UI. It needs to be enhanced and made more user-friendly. Right now, the UI of Skyhigh Security is sometimes confusing. For example, my company is deploying Skyhigh Security for a client and integrating it on the cloud, from an on-premises deployment to a hybrid deployment. Though the experience isn't bad, there needs to be more enhancements. Another room for improvement in Skyhigh Security is the limited training resources, especially when you compare it with Cisco, which has many study materials in the market, even free training resources. You'll get limited resources if you search for Skyhigh Security tutorials on Google and YouTube. Because of high-security requirements and the training material for Skyhigh Security not being available, most engineers and architects avoid the product because there'd be a lack of knowledge in configuring and achieving the goals you'd want to reach via the use of Skyhigh Security. The NOC team deploying the product is having difficulty getting training resources for Skyhigh Security. You'll be charged an enormous amount if you search the market for training because of the limited resources available. Skyhigh Security needs to work on marketing and awareness as an improvement to the product."
 

Pricing and Cost Advice

"It is expensive compared to one of its competitors."
"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 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."
"The pricing is too high."
"There is a subscription-based license needed to use this solution."
"I rate Cisco WSA a seven out of ten since it is costly."
"The licensing options begin with 100 users and this is a high threshold for smaller networks."
"At the time, licensing fees were paid on an annual basis."
"The tool's licensing is yearly."
"The solution's cost depends on how many users you purchase. It was maybe $3 or $5 per user, which is a bit expensive."
"When you compare the price of this solution to the price of FortiGate, it's high."
"Commercially, I find Skyhigh Security a little costlier, compared to other products such as SentinelOne or Cybereason which are really novelty products. I'm not comparing Skyhigh Security with Trend Micro, but with other products, in particular the new, next-generation products. The price for Skyhigh Security is high in terms of value and ROI. I would rate the product price combined with product efficacy a six out of ten."
"Some of our clients have a perpetual license and pay additional support yearly."
"Have a risk-based approach towards pricing."
"It's an expensive solution."
"This is an expensive product, although it is made for larger enterprises and not for small organizations."
"The solution's hardware is expensive."
"There is a license required to use this solution and it is paid annually. The price is reasonable."
"This is an expensive product, but you have to compare that with other solutions that are on the market."
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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%
Financial Services Firm
22%
Computer Software Company
13%
Manufacturing Company
11%
Government
8%
Financial Services Firm
14%
Manufacturing Company
11%
Government
10%
Computer Software Company
8%
 

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 Business11
Midsize Enterprise7
Large Enterprise11
By reviewers
Company SizeCount
Small Business30
Midsize Enterprise4
Large Enterprise37
 

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 is your experience regarding pricing and costs for Cisco Web Security Appliance?
Comparing with other products, Cisco has more functionality, but pricing is a challenge. Cisco is not a product for s...
What needs improvement with Cisco Web Security Appliance?
With the WebAssign integration, it is not easy when I am integrating policies within the company, especially with NAN...
What is your primary use case for Cisco Web Security Appliance?
The user interface that I usually provide for the web app includes malware protection, URL filtering, data loss preve...
What needs improvement with McAfee Web Gateway?
So far, only the certification part caused me some issues and some challenges. The certification requires some improv...
What is your primary use case for McAfee Web Gateway?
I am familiar with Skyhigh and Symantec. The customer's AWS environment is being used, so that understanding is corre...
What advice do you have for others considering McAfee Web Gateway?
It depends on the environment, I think, and I am saying that not all, but in Korea, most of the customers prefer on-p...
 

Also Known As

iBoss Cloud Platform
Cisco WSA, Cisco Web Security
McAfee MVISION Cloud, McAfee MVISION Unified Cloud Edge, McAfee Web Gateway, McAfee MVISION CNAPP, and Skyhigh Networks, McAfee Web Gateway
 

Interactive Demo

Demo not available
Demo not 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.
New South Wales Rural Fire Service, Caixa Seguradora
Western Union.Aetna.DirecTV.Adventist.Equinix.Perrigo.Goodyear.HP.Cargill.Sony.Bank of the West.Prudential.
Find out what your peers are saying about Cisco Web Security Appliance vs. Skyhigh Security and other solutions. Updated: December 2025.
879,422 professionals have used our research since 2012.