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Cisco Web Security Appliance vs Skyhigh Security comparison

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Comparison Buyer's Guide

Executive SummaryUpdated on Apr 20, 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)
6th
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 (10th), Secure Access Service Edge (SASE) (9th)
Cisco Web Security Appliance
Ranking in Secure Web Gateways (SWG)
14th
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)
20th
Average Rating
8.4
Reviews Sentiment
6.8
Number of Reviews
56
Ranking in other categories
Data Loss Prevention (DLP) (28th), Cloud Access Security Brokers (CASB) (11th), ZTNA as a Service (16th), Secure Access Service Edge (SASE) (17th)
 

Mindshare comparison

As of July 2025, in the Secure Web Gateways (SWG) category, the mindshare of iboss is 2.1%, up from 1.7% compared to the previous year. The mindshare of Cisco Web Security Appliance is 2.4%, down from 2.9% compared to the previous year. The mindshare of Skyhigh Security is 3.1%, down from 3.5% compared to the previous year. It is calculated based on PeerSpot user engagement data.
Secure Web Gateways (SWG)
 

Featured Reviews

Matt Crockford - PeerSpot reviewer
It's easy to roll out, and their understanding of our business made it seamless
One aspect we value about iboss is its simplicity. Their customer service is brilliant, and they are super responsive and knowledgeable. It's easy to roll out, and their understanding of our business made it seamless. 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. The user interface is highly intuitive. Our IT team picked it up with minimal training. It's arranged so that it's easy to find where things are. Another advantage is the single pane of glass console, which gives you visibility into what's happening. We're not fully there yet because we haven't implemented zero trust, but we're excited about the possibilities from the demos we've seen. We launched a POC of iboss' ChatGPT Risk Protection feature two weeks ago. AI is a great tool, but you need to be careful what you put into it. My biggest fear is employees inputting sensitive corporate information or customer PII data into one of these chatbots. I was impressed by our trial of the feature. It's exactly what we wanted. Now, when a user goes to ChatGPT, there's a banner warning them not to share information, and we can block conversations containing customer data like bank details and email addresses. I don't want to stop people from using it, but we need visibility. We've only tried it on a test group of 15 people. You can configure it to look for specific keywords or integrate it with your DLP policy if you have that configured
Vusa Ndlovu - PeerSpot reviewer
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.
Santiago Gomez - PeerSpot reviewer
Has improved the organization's PCI compliance with data loss prevention
I use the solution on a Macintosh computer and it has issues and does not work when I try to log in from the Safari Browser, but it works fine when I log in from the Google Chrome browser. The console has issues when the login is done through a Safari Browser. The console has to be more competitive and the compatibility of the browser needs to be better. I want to know about Skyhigh's competitiveness with other brands and about the vulnerability assessment and micro segmentations. I know Skyhigh has other products, but right now, I am studying what this new product is about. They only have English support, so I would like for them to add some Spanish support.

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."
"I would rate the technical support of iboss a solid 10 without a shadow of a doubt."
"iboss is pretty scalable. They provide good support. The case managers you work with to coordinate what you need are pretty good."
"Granular setup, which was able to set different levels of filters using the OUs in the AD."
"The console is cloud-based, which is something I really appreciate."
"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."
"Technical support is pretty sharp and very responsive."
"First of all, the security policies are essential. I do not have to rely solely on Active Directory for our users."
"The most valuable features of the solution are the functions of proxy for the users who use the internet and the security it offers against the not-so-secure web pages."
"Cisco Web Security Appliance has very good security benefits for any company and is easy to integrate."
"The setup was very easy and straightforward."
"It's a scalable product."
"The solution provides good web reputation and anti-malware protection."
"Great for assisting with connections to networks or apps."
"It integrates well with Cisco Email Security Appliance."
"The features I like most are the DLP functionality for web security and malware protection."
"Overall, the performance is good."
"The support is excellent."
"I personally don't have any issues with the performance or the stability of the solution."
"What I found most valuable in Skyhigh Security is its stability. The solution also has good KB articles that make it simple for users to do the deployment of Skyhigh Security themselves, without the need for integrators."
"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."
"The initial setup is fairly straightforward and easy to perform."
"Skyhigh has given us categorization and rating of websites separate from what the web proxy places on the logs."
"It's an easy-to-use product."
 

Cons

"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."
"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."
"Its pricing could be better."
"Our biggest problem with their service was it did not recognize the device and filtering did not always work correctly."
"The area I would like to see improvement in is the ability with in the reporter to navigate directly to the content the user is traversing. It is kind of there, but it's not perfect. Quite frequently, I receive links that lead me to pages with error messages."
"Our iboss subscription access should be more secure with an OTP or VPN etc. It is easy to gain access if, for example, hackers obtain my username and password."
"Regarding pricing, setup costs, and licensing, iboss is not cheap, and that's my only concern."
"The dashboards for local use could be better."
"If a user wants to use it for other devices like mobile or smartphones, this product isn't so reliable."
"The licensing model needs to be more flexible."
"The tool needs to improve cloud-based decryption."
"I would like more automation."
"The support is good but slow. Generally, the response time for resolving issues is getting slower."
"The tool needs to provide logs. They need to improve firewall threat defense."
"The support for this solution could be improved. We have experienced issues with their SMARTnet support system."
"Customer support is good but could be improved."
"The solution has room for improvement in its DDoS protection."
"SkyHigh has the ability to place users or groups on a ‘Watchlist’; which allows you to see certain views with these Watchlists users/groups in them. This is great when you are looking at live data but if I wanted to generate a report on "only" the watchlists."
"It needs to be more user-friendly, as it is a little bit complicated to use."
"Needs integration with other technology ecosystems."
"The encrypted disk implementation could be improved. I currently use it from a dongle or USB key with two-factor authentication to access my computer."
"The Skyhigh for Google Drive interface and policy engine is a bit confusing and limited when compared against other Google Drive CASB capabilities."
"Iron out the few bugs that I've seen."
"There are no training videos available for the product."
 

Pricing and Cost Advice

"We have not priced the solution recently, but they were competitive with other vendors in the past."
"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 overall pricing for iboss is very competitive and transparent."
"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."
"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."
"At the time, licensing fees were paid on an annual basis."
"Licensing fees are based on the number of users."
"I rate the product price a ten on a scale of one to ten, where one is low price and ten is high price."
"I rate Cisco WSA a seven out of ten since it is costly."
"I rate Cisco WSA a seven out of ten since it is costly."
"There is a subscription-based license needed to use this solution."
"Regarding Cisco price-wise, it is always on a bit on the higher side."
"The licensing options begin with 100 users and this is a high threshold for smaller networks."
"Have a risk-based approach towards pricing."
"There is a license required to use this solution and it is paid annually. The price is reasonable."
"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."
"Pricing is not out of reach."
"Skyhigh provided a FedRAMP solution, tokenization, a better shadow IT capability, and lower cost."
"The tool is not expensive."
"It's an expensive solution."
"Pricing for Skyhigh Security is okay, though there's always a scope for price improvements. Its pricing is okay compared to other products because other products have very expensive licensing costs. Along with the licensing, support is also provided for Skyhigh Security, so pricing is reasonable, but if there's proactive or better support, that will justify the pricing. I haven't interacted with the Skyhigh Security technical support team yet, so I'd give pricing a four out of five rating for now."
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Top Industries

By visitors reading reviews
Computer Software Company
12%
Financial Services Firm
11%
Manufacturing Company
9%
Government
6%
Financial Services Firm
18%
Computer Software Company
18%
Non Profit
8%
Manufacturing Company
7%
Educational Organization
26%
Financial Services Firm
12%
Manufacturing Company
8%
Computer Software Company
8%
 

Company Size

By reviewers
Large Enterprise
Midsize Enterprise
Small Business
 

Questions from the Community

What do you like most about iboss?
Content filtering is the most useful feature of iboss.
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 do you like most about Cisco Web Security Appliance?
The most valuable features of the solution are the functions of proxy for the users who use the internet and the secu...
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 do you like most about McAfee Web Gateway?
Data loss prevention and user behavior analysis are two valuable features.
What needs improvement with McAfee Web Gateway?
The solution has room for improvement in its DDoS protection. Additionally, the documentation needs enhancement to pr...
What is your primary use case for McAfee Web Gateway?
The typical use case for our clients is cloud security.
 

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: July 2025.
860,825 professionals have used our research since 2012.