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Cisco Web Security Appliance vs Lookout comparison

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Comparison Buyer's Guide

Executive SummaryUpdated on Dec 4, 2024

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)
7th
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 (11th), Secure Access Service Edge (SASE) (10th)
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
Lookout
Ranking in Secure Web Gateways (SWG)
26th
Average Rating
7.2
Reviews Sentiment
7.1
Number of Reviews
6
Ranking in other categories
Mobile Data Protection (3rd), Cloud Access Security Brokers (CASB) (15th), Threat Intelligence Platforms (24th), Endpoint Detection and Response (EDR) (45th), Mobile Threat Defense (2nd), ZTNA as a Service (19th), ZTNA (15th), Secure Access Service Edge (SASE) (21st)
 

Mindshare comparison

As of June 2025, in the Secure Web Gateways (SWG) category, the mindshare of iboss is 2.1%, up from 1.6% compared to the previous year. The mindshare of Cisco Web Security Appliance is 2.5%, down from 2.9% compared to the previous year. The mindshare of Lookout is 0.6%, up from 0.5% 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.
DB
Enhanced mobile security with visibility into app and website usage, but installation challenges remain
We use Lookout for mobile devices, such as phones It has reduced our risk around mobile devices. I like the security features and being able to see what apps and websites people are using. There is nothing we have come across that we've desired. We have been using Lookout for one year. The…

Quotes from Members

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

Pros

"Our primary use case for this product is DLP,"
"We chose iboss for both zero trust and proxy (SWG) because their SWG was superior."
"I would rate the technical support of iboss a solid 10 without a shadow of a doubt."
"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."
"I would definitely recommend iboss for web filtering purposes to other organizations or individuals."
"iboss is pretty scalable. They provide good support. The case managers you work with to coordinate what you need are pretty good."
"The solution has massively improved our security posture, giving us full visibility into what our staff does online."
"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."
"The most valuable feature of Cisco Web Security Appliance is the provided anti-malware functionality and URL categorization. I can block access to malicious websites. 99 percent of the cases are related to a malicious website. If I cannot browse those malicious websites, then we are 99 percent protected."
"The tool has good Umbrella DNS security."
"The technical support is good. It is reactive and the documentation is very specific and very useful."
"The most valuable feature is that we can use it as a proxy."
"Cisco is the best in giving technical support. There is no doubt about that."
"The initial setup is straightforward."
"The features I like most are the DLP functionality for web security and malware protection."
"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."
"We have not had any issues with bugs or breakdowns."
"The most valuable features are the antivirus as a whole, the anti-malware, and all of the protection features that scan our enterprise devices."
"The protection offered by the product is the most valuable feature. It detects vulnerabilities or traps on our users' phones and then prompts them to clean up their devices. Tools we used previously would only discover, which required us to gather information on the backend, so Lookout is a welcome upgrade."
"The solution is stable."
"On the outside, the main differentiation is because Lookout ingest. They have ingested basically all of the apps for the last ten years and all the versions of all the apps, and we have that in a corporate database that allows us to do very large-scale machine learning and analysis on that data set. That's not something that any of the competitors really have the capability to do because they don't have access to the data set. A lot of the apps you can no longer get them because that version of the app is five or six years old, and it just doesn't exist anywhere anymore, except within our infrastructure. So, the ability to have that very rich dataset and learn from that dataset is a real differentiator."
 

Cons

"The reporting feature needs improvement."
"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."
"File integrity monitoring would be very advantageous as an additional feature."
"Its pricing could be better."
"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."
"Our biggest problem with their service was it did not recognize the device and filtering did not always work correctly."
"Sometimes, obviously, there are bugs."
"Cisco lacks a GUI-based troubleshooting feature compared to products by other vendors."
"They need a better graphical interface, and they need a better ISE mechanism."
"I would like more automation."
"Sometimes reporting is a little bit short."
"We would like to see a security service head, where we can combine all the security into one solution."
"With the WebAssign integration, it is not easy when I am integrating policies within the company, especially with NAND and wireless policies."
"The support for this solution could be improved. We have experienced issues with their SMARTnet support system."
"The solution is not very compatible with other products."
"The stability depends on the service from where you access it. Because sometimes, the place you are in, you have Gateway. You don't have Gateway. The gateway is overutilized. At the end, you need to go through their gateways. And this is the key point here. You have a tracking point. If it's not well orchestrated, and it scales up as you add more to the existing team, you will suffer"
"From the analysis that we've done, they do seem to be maybe a step behind in trying to enter the market with a new solution. But when they do pick up, they do come out with some good products."
"We just submitted an enhancement request reflecting the main area we want to see improvement in; the APIs. Currently, we're able to build dashboards, but it's somewhat backward because we use our MDM API to create them. Lookout should provide API to customers so we can query our data and use it in our cloud, and this is the only outstanding area for improvement with the product right now."
"Lookout was moving into the SSE space. And so their work on SecureWeb Gateway and SD-WAN is still sort of evolving."
"The initial setup requires a little bit of experience with configuration."
 

Pricing and Cost Advice

"It is probably in line with other solutions, but I do not deal with the financial side."
"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 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."
"It is expensive compared to one of its competitors."
"There is a subscription-based license needed to use this solution."
"Licensing fees are based on the number of users."
"I know from the manager that the price is too high and that other solutions offer the same features for less."
"The solution's cost depends on how many users you purchase. It was maybe $3 or $5 per user, which is a bit expensive."
"The tool's licensing is yearly."
"The solution has a standard license."
"The pricing is too high."
"Cisco Web Security Appliance is not the cheapest solution on the market, but it's well worth it."
"The licensing costs are good. Prisma has much more options and support for security, but it has a higher cost. For example, Lookout costs 2/3rd of Prisma's licensing price."
"Lookout is definitely on the lower end when it comes to price point and that seems to be the only differentiator. The technology is in place in this space and it's really about who is coming in at the better price point now."
"In terms of feature performance versus cost, they're a good value."
"The pricing is fair; it's comparable to our previous solution, and we carried out multiple POCs and POVs (proof of value). The product is worth the money we pay for it."
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Top Industries

By visitors reading reviews
Computer Software Company
12%
Financial Services Firm
11%
Manufacturing Company
9%
Government
6%
Computer Software Company
18%
Financial Services Firm
18%
Non Profit
8%
Healthcare Company
6%
Computer Software Company
19%
Manufacturing Company
10%
Financial Services Firm
10%
Government
7%
 

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 is your experience regarding pricing and costs for Lookout?
The pricing is a little expensive. We are currently looking at comparisons with other solutions, including Umbrella.
What needs improvement with Lookout?
There is nothing we have come across that we've desired.
 

Also Known As

iBoss Cloud Platform
Cisco WSA, Cisco Web Security
CipherCloud
 

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
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Find out what your peers are saying about Cisco Web Security Appliance vs. Lookout and other solutions. Updated: June 2025.
859,129 professionals have used our research since 2012.