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Check Point Web Gateway vs Cisco Umbrella comparison

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Comparison Buyer's Guide

Executive SummaryUpdated on Mar 29, 2026

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
4.7
iboss offers significant ROI by saving bandwidth and enhancing security, despite increased costs from cloud migration and device pricing.
Sentiment score
5.1
Check Point Web Gateway delivers strong ROI by reducing costs, optimizing bandwidth, and enhancing security, earning high user ratings.
Sentiment score
7.2
Cisco Umbrella enhances security, reduces costs, and integrates easily, offering quick deployment and significant financial returns within a year.
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
I have seen some cost effectiveness from iboss; it has reduced certain support requirements, making it a more hands-off solution.
Managing Director
Cisco is a big brand in the networking domain, but in security, they are pushing a lot and improving day by day.
Chief Technology Officer at Binary Global Limited
From my point of view, the biggest return on investment when using the solution is that it makes it a lot easier to delegate some of the tasks that were traditionally used, such as building policies on the firewalls and doing it through Cisco Umbrella.
Network Engineer at a tech consulting company with 501-1,000 employees
The biggest return on investment when using Cisco Umbrella for me is the ease of use of the fact that we've deployed this with our Cisco VPN Secure Client, so every computer has the Umbrella module in it.
Senior Network Engineer at Mintz, Levin, Cohn, Ferris, Glovsky and Popeo, P.C.
 

Customer Service

Sentiment score
7.8
Iboss support is praised for responsiveness and knowledge, with some concerns about communication but generally favorable reviews.
Sentiment score
5.1
Check Point's technical support receives mixed reviews for response times, expertise, and effectiveness, with varied user satisfaction levels.
Sentiment score
8.0
Cisco Umbrella offers professional, reliable customer support with expertise, though some users desire faster response times and streamlined processes.
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
Our organization has private engineers who are certified by Check Point.
Key Account Manager at ITBiz Solutions
I would rate customer support ten out of ten due to the excellent assistance throughout the POC process.
Manager Cyber Security Department at Mana
Cisco's support is fantastic, providing assistance when needed, especially during the initial installation process.
Director at Infosonik Systems Ltd
If I don't need to go to support all the time, that means the product is working fine, so I'm very happy with them.
Network Engineer at a tech consulting company with 501-1,000 employees
 

Scalability Issues

Sentiment score
7.3
Iboss efficiently scales to meet growing resource demands, supporting large user bases with robust support and adaptable infrastructure.
Sentiment score
7.6
Check Point Web Gateway offers robust scalability, outperforming legacy solutions and supporting growth with consistent performance and interoperability.
Sentiment score
8.2
Cisco Umbrella offers a scalable, adaptable, and efficient solution for various company sizes, simplifying user and site management.
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
The cloud solution can be scalable, but in most cases, it is not because it is bound to specific firewalls.
Senior Security Consultant at Orange Cyberdefense
Cisco Umbrella scales incredibly with the growing needs of my organization.
Network Engineer at a construction company with 1,001-5,000 employees
Cisco Umbrella scales really well with the growing needs of my company, bringing the ability to ensure that people are safe and connected.
Senior Network Engineer at Mintz, Levin, Cohn, Ferris, Glovsky and Popeo, P.C.
Cisco Umbrella scales effectively with the growing needs of my company; it's excellent, and I have experienced no issues.
Senior Network Engineer at Boys Town
 

Stability Issues

Sentiment score
7.6
Iboss is generally stable with reliable support, despite initial deployment challenges, and is often praised for minimal downtime.
Sentiment score
8.3
Check Point Web Gateway is praised for stability, effectiveness in complex environments, and requires occasional updates for optimal performance.
Sentiment score
8.3
Cisco Umbrella is praised for its stability, reliability, minimal maintenance, and quick resolution of rare connectivity issues.
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
I have not experienced any major stability issues with Cisco Umbrella.
Director at Infosonik Systems Ltd
Cisco Umbrella Secure Access is pretty stable in my mind, and we have not seen many glitches that would have interrupted services at customer locations.
Chief Technology Officer at Binary Global Limited
The stability and reliability of the Cisco Umbrella platform have been great.
Senior Network Engineer at Mintz, Levin, Cohn, Ferris, Glovsky and Popeo, P.C.
 

Room For Improvement

Iboss struggles with Mac support, ISP integration in India, and needs improvements in security features and cloud integration.
Check Point Web Gateway needs better support, interface integration, update quality, documentation, cost adjustments, and scalability features.
Cisco Umbrella needs enhancements in reporting, integration, user-friendliness, protection, licensing, infrastructure, and support for an improved user experience.
It is not as intuitive as the rest of the platform.
Head of Cybersecurity at SES Water
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
Our iboss subscription access should be more secure with an OTP or VPN etc.
Deployment issues on Linux have been noted, especially with agents on endpoints.
Key Account Manager at ITBiz Solutions
Check Point asks for the registered mail ID and number, which sometimes you can't quickly provide when under pressure because your client's network is down.
Customer Support Executive at simadrig
Support for operational technology (OT) is not as comprehensive in Check Point Web Gateway as it is in competing products.
Senior Security Consultant at Orange Cyberdefense
Making it more flexible and easy to deploy, particularly when integrating with other technologies like Active Directory and proxies, would be beneficial.
Manager Cyber Security Department at Mana
The product can only shield a small area, making it less effective for larger spaces or multiple users.
Director at Infosonik Systems Ltd
I have to write an email to Umbrella support to get assistance, unlike the other products where I can call the Cisco technical assistance center and get an engineer.
CTO at Next Technologies Ltd
 

Setup Cost

Iboss offers competitive, transparent pricing with valuable cloud solutions, appealing to enterprises for predictable budgeting and desired functionality.
Check Point Web Gateway is costly, requires evaluation and consultation, but discounts may align pricing with market standards.
Cisco Umbrella's pricing is fair yet varies, offering value in security coverage with opportunities to bundle for discounts.
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
The pricing and discounts for Check Point Web Gateway are similar to Fortinet, making it cost-effective with fair pricing.
Key Account Manager at ITBiz Solutions
Fortinet is the cheaper product, while Palo Alto and Check Point Web Gateway are similarly priced.
Senior Security Consultant at Orange Cyberdefense
We've bundled that with our firewall stuff and our VPN, which brings the price down and adds the ability to grow.
Senior Network Engineer at Mintz, Levin, Cohn, Ferris, Glovsky and Popeo, P.C.
The only cost associated is the license cost unless additional solutions need to be integrated with Umbrella, which would incur extra costs.
Director at Infosonik Systems Ltd
The prices need to be lower as the current pricing is exceedingly high.
Network Solutions Architect at a financial services firm with 10,001+ employees
 

Valuable Features

Iboss provides comprehensive cloud security with advanced features, enhancing data protection and management efficiency for network security.
Check Point Web Gateway ensures robust security with cloud implementation, dynamic policies, threat intelligence, and easy maintenance for organizations.
Cisco Umbrella offers DNS-based protection, ease of use, and integration, enhancing productivity, security compliance, and visibility across networks.
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
It provides behavioral analysis and a Copilot feature implemented in the management console, allowing users to receive assistance in an automated format.
Key Account Manager at ITBiz Solutions
We are satisfied with the effectiveness of the multi-layered defense approach in Check Point Web Gateway.
Customer Support Executive at simadrig
We are using the real-time threat intelligence feature. It helps to manage web threats effectively with qualified alarms.
Senior Security Consultant at Orange Cyberdefense
The DNS layer security provided by Cisco Umbrella is very effective for our security posture, offering us vast improvements in visibility over DNS queries and potential threats.
Manager Cyber Security Department at Mana
The most valuable feature of Cisco Umbrella is its DNS security.
Network Solutions Architect at a financial services firm with 10,001+ employees
The best possible thing is that it is very easy to deploy, easy to configure, and very fast to get onboarded with a customer because this is a cloud-based service.
Chief Technology Officer at Binary Global Limited
 

Categories and Ranking

iboss
Sponsored
Ranking in Secure Web Gateways (SWG)
6th
Average Rating
8.4
Reviews Sentiment
6.9
Number of Reviews
22
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)
Check Point Web Gateway
Ranking in Secure Web Gateways (SWG)
20th
Average Rating
8.2
Reviews Sentiment
6.8
Number of Reviews
24
Ranking in other categories
No ranking in other categories
Cisco Umbrella
Ranking in Secure Web Gateways (SWG)
1st
Average Rating
8.8
Reviews Sentiment
7.3
Number of Reviews
123
Ranking in other categories
Internet Security (1st), Cloud Access Security Brokers (CASB) (2nd), Domain Name System (DNS) Security (1st), Cisco Security Portfolio (2nd)
 

Mindshare comparison

As of May 2026, in the Secure Web Gateways (SWG) category, the mindshare of iboss is 3.3%, up from 2.0% compared to the previous year. The mindshare of Check Point Web Gateway is 1.2%, up from 1.1% compared to the previous year. The mindshare of Cisco Umbrella is 10.2%, down from 19.2% compared to the previous year. It is calculated based on PeerSpot user engagement data.
Secure Web Gateways (SWG) Mindshare Distribution
ProductMindshare (%)
Cisco Umbrella10.2%
iboss3.3%
Check Point Web Gateway1.2%
Other85.3%
Secure Web Gateways (SWG)
 

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.
KT
Senior Security Consultant at Orange Cyberdefense
Has improved threat visibility and centralized management but needs wider feature support
We have not worked much with granular control over web usage policies, so I cannot provide detailed feedback. We have not worked with the effectiveness of the multi-layered defense approach in threat prevention. Their product coverage is not as extensive as some competitors. They have fewer products and features compared to competitors. Support for operational technology (OT) is not as comprehensive in Check Point Web Gateway as it is in competing products.
BB
Senior Network Engineer at Mintz, Levin, Cohn, Ferris, Glovsky and Popeo, P.C.
Ensures comprehensive protection with seamless threat logging and efficient policy management
My favorite feature of Cisco Umbrella is probably just the DNS and the fact that when a security threat happens, all of that gets logged in their Umbrella portal, and it's very easy to find who's been accessing the site and how many people have accessed it, so that we can go to them and make sure they're not compromised. The features of Cisco Umbrella benefit my company by providing less time to search for things through logs, to look for what we need. It's just one place to go, and we just search for it, and we find it really fast. The fact that there's a virtual database that has all that information is great on our portal.
report
Use our free recommendation engine to learn which Secure Web Gateways (SWG) solutions are best for your needs.
893,244 professionals have used our research since 2012.
 

Top Industries

By visitors reading reviews
Financial Services Firm
11%
Manufacturing Company
9%
Computer Software Company
9%
Construction Company
7%
Government
14%
Financial Services Firm
11%
Healthcare Company
10%
Construction Company
8%
Computer Software Company
15%
Financial Services Firm
8%
Manufacturing Company
8%
Non Profit
7%
 

Company Size

By reviewers
Large Enterprise
Midsize Enterprise
Small Business
By reviewers
Company SizeCount
Small Business6
Midsize Enterprise7
Large Enterprise8
By reviewers
Company SizeCount
Small Business20
Midsize Enterprise6
Large Enterprise8
By reviewers
Company SizeCount
Small Business50
Midsize Enterprise30
Large Enterprise51
 

Questions from the Community

What needs improvement with iboss?
The problem our organization had is that iboss failed for the Mac devices. It is not able to give a successful agent ...
What is your primary use case for iboss?
We used iBoss mainly for Internet Access by having an Agent on Windows laptops Primarily because when we try to use i...
What is your experience regarding pricing and costs for iboss?
I am not involved in pricing, but as per the information I have, during that time, the Blue Coat proxies we were usin...
What do you like most about Check Point Web Gateway?
You don't have to wander around the tool since it is very simple. You can grab and get a hold of the tool very quickly.
What is your experience regarding pricing and costs for Check Point Web Gateway?
It will be the same pricing as other solutions. Fortinet is the cheaper product, while Palo Alto and Check Point Web ...
What needs improvement with Check Point Web Gateway?
As of now, I did not notice any significant areas for improvement. The interface of Check Point Web Gateway is far be...
Which is the better security solution - Cisco Umbrella or Zscaler?
Cisco Umbrella and Zscaler Internet Access are two broad-spectrum Internet security solutions that I have tried. Zs...
Which is the better security solution - Cisco Umbrella or Microsoft Cloud App Security?
Cisco Umbrella is an integral component of the Cisco SASE architecture. It integrates security in a single, cloud-nat...
What is your experience regarding pricing and costs for Cisco Umbrella?
The pricing for Cisco Umbrella is fair compared to other platforms out there for DNS security. We acquired it as a bu...
 

Also Known As

iBoss Cloud Platform
No data available
OpenDNS
 

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.
Morton Salt, Medical Advocacy and Outreach, BH Telecom, Lightbeam Health Solutions, X by Orange, Cadence, Nihondentsu, Datastream Connexion, Good Sam, Omnyway, FIASA, Pacific Life, Banco del Pacifico, Control Southern, Xero, Centrify, Tradair, Laterlite, Phoenix International, Unisinos, Wilkin Chapman, Connexus Energy, Mutua Universal, Smart & Final, Central New Mexico Community Colleg, Grupo Financiero Multiva
Chart Industries, City of Aspen, Eastern Mountain Sports, FLEXcon, George Washington University, Jackson Municipal Airport Authority, Ohio Public Library Information Network, PTC, Richland Community College, Smart Motors, Tulane University, VeriClaim
Find out what your peers are saying about Check Point Web Gateway vs. Cisco Umbrella and other solutions. Updated: April 2026.
893,244 professionals have used our research since 2012.