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Cisco Web Security Appliance vs Skyhigh Security comparison

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Comparison Buyer's Guide

Executive SummaryUpdated on Jul 27, 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 (8th), Secure Access Service Edge (SASE) (8th)
Cisco Web Security Appliance
Ranking in Secure Web Gateways (SWG)
13th
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)
21st
Average Rating
8.4
Reviews Sentiment
6.8
Number of Reviews
56
Ranking in other categories
Data Loss Prevention (DLP) (33rd), Cloud Access Security Brokers (CASB) (11th), ZTNA as a Service (17th), Secure Access Service Edge (SASE) (19th)
 

Mindshare comparison

As of September 2025, in the Secure Web Gateways (SWG) category, the mindshare of iboss is 2.2%, up from 1.8% compared to the previous year. The mindshare of Cisco Web Security Appliance is 2.2%, down from 2.7% compared to the previous year. The mindshare of Skyhigh Security is 2.9%, down from 3.2% compared to the previous year. It is calculated based on PeerSpot user engagement data.
Secure Web Gateways (SWG) Market Share Distribution
ProductMarket Share (%)
iboss2.2%
Cisco Web Security Appliance2.2%
Skyhigh Security2.9%
Other92.7%
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.
Yovanny Amariles - PeerSpot reviewer
Provides good security, availability, and policy granularity
The solution's initial setup is easy. Since our company has a very clear internet surfing policy, it is easy to implement it on the device without any problem. The solution's deployment takes one month. One engineer from my team and one engineer from the vendor side helped with the deployment process.

Quotes from Members

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

Pros

"The iboss system is highly reliable. The false positive rates are small compared to some other systems we've experienced through other partner agencies who use competing solutions."
"iboss is among the few products providing inline filtering where no application is needed on the device."
"Valuable features: Within the filter: Controls (Web categories, applications, and Allow/Block list) and Network (local Subnets). Within the reporter: Logs (Event Log) and Reports."
"Our primary use case for this product is DLP,"
"Because of iboss, I did not have to assign web filtering tasks to my techs on a daily basis."
"Its initial setup was straightforward."
"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."
"We chose iboss for both zero trust and proxy (SWG) because their SWG was superior."
"The initial setup is straightforward."
"The tool has good Umbrella DNS security."
"Cisco Web Security Appliance is user-friendly and easy to manage. It protects your environment while accessing the internet."
"Cisco Web Security Appliance has very good security benefits for any company and is easy to integrate."
"Since working with the tool, we have not found any threats in our organization."
"The setup was very easy and straightforward."
"This solution offers categorization for YouTube and other specific applications from Facebook to WhatsApp, which can be controlled whether it's on mobile or PC."
"Cisco Web Security Appliance can integrate with Active Directory, enabling us to manage all the end-users within AD. It's helpful for setting rules based on individual users and groups. For example, you can configure policies for inbound and outbound traffic."
"The cloud security features are the most valuable."
"Improves creation of security alerts on web proxy logs by having a separate system interpret said logs."
"I like the encrypted disk feature and the endpoint protection."
"The feature I like best about Skyhigh Security is its wide range of product support. For example, my company had NetApp storage running, and Skyhigh Security has on-premises NetApp storage support, which isn't available in other solutions. Skyhigh Security also has a better filtering feature versus the filtering feature in other solutions."
"We have gained a deep insight into our Shadow IT usage as well as the different activities involved in Office 365."
"Offers a very strong URL spam filtering feature."
"User analytics."
"It's an easy-to-use product."
 

Cons

"Our biggest problem with their service was it did not recognize the device and filtering did not always work correctly."
"Our biggest problem with their service was it did not recognize the device and filtering did not always work correctly."
"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."
"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."
"To scale up, a new iboss Node Blade Chassis must be purchased."
"I'd like to see them accelerate development on the security side, particularly around data loss prevention."
"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."
"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."
"Sometimes reporting is a little bit short."
"Cisco lacks a GUI-based troubleshooting feature compared to products by other vendors."
"The tool needs to provide logs. They need to improve firewall threat defense."
"The reporting needs improvement."
"Technical support needs to be improved because they take a very long time and there is no communication or notification."
"The tool needs to improve cloud-based decryption."
"The support for this solution could be improved. We have experienced issues with their SMARTnet support system."
"The one thing I don't like about Cisco is that they are very much fragmented in terms of providing the complete solution. They keep on breaking their different feature sets into different boxes."
"They could be integrated with CASB. I think normally McAfee has this solution in the cloud, but for us the best is on-premise."
"Updates sometimes introduce bugs, and Skyhigh Security needs to revalidate its versions before rolling out updates."
"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."
"I think that the User Interface could be improved."
"Skyhigh Security is complex to manage. While it should ideally be more user-friendly, customers often find themselves having to manage it post-deployment."
"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."
"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

"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 not expensive, and it is also not cheap. iboss is priced right in the sweet spot for the number of features it offers."
"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."
"We have not priced the solution recently, but they were competitive with other vendors in the past."
"The licensing options begin with 100 users and this is a high threshold for smaller networks."
"I rate Cisco WSA a seven out of ten since it is costly."
"Regarding Cisco price-wise, it is always on a bit on the higher side."
"When you compare the price of this solution to the price of FortiGate, it's high."
"Cisco Web Security Appliance is not the cheapest solution on the market, but it's well worth it."
"At the time, licensing fees were paid on an annual basis."
"I rate the product price a ten on a scale of one to ten, where one is low price and ten is high price."
"The tool's licensing is yearly."
"There is an annual licensing cost to use McAfee Web Gateway. The purchasing of licensing can be difficult for the government sector."
"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."
"They definitely charge a huge amount. All the security service providers charge a huge amount."
"The tool is not expensive."
"Have a risk-based approach towards pricing."
"The biggest thing to watch for is the difference in price per monitored user for the different API integrations."
"The solution is quite expensive. As we take add-ons continuously as per our customer's requirements, there are additional charges."
"The solution's hardware is expensive."
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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
15%
Manufacturing Company
9%
Non Profit
9%
Financial Services Firm
16%
Manufacturing Company
11%
Government
9%
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 Business29
Midsize Enterprise4
Large Enterprise38
 

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 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 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.
What advice do you have for others considering McAfee Web Gateway?
I would recommend Skyhigh Security to others. I rate the overall solution an eight out of ten.
 

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.
866,483 professionals have used our research since 2012.