Cisco Umbrella vs Trustwave Secure Web Gateway [EOL] comparison

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Executive SummaryUpdated on Sep 21, 2025

Cisco Umbrella and Trustwave Secure Web Gateway EOL are web security solutions. Cisco Umbrella holds an advantage with better support, pricing, and service. Trustwave's end-of-life status impacts its future viability.

Features: Cisco Umbrella provides cloud-delivered security and DNS-layer protection with extensive visibility and seamless system integration. Trustwave Secure Web Gateway EOL offers malware protection and content filtering but lacks future update potential due to discontinuation. Cisco's adaptability and ongoing support present a more appealing feature set.

Ease of Deployment and Customer Service: Cisco Umbrella has a streamlined cloud-based deployment model with notable customer support, enabling swift implementation and reduced overhead. Trustwave’s traditional on-premises model may involve complex deployment and higher maintenance efforts. Cisco's ease of use and responsive support offer significant benefits.

Pricing and ROI: Cisco Umbrella offers a more favorable initial setup cost, providing strong ROI through efficient security and ongoing enhancements. Trustwave Secure Web Gateway EOL, despite effective service, incurs higher costs associated with on-premises management and lacks future assurance due to the end-of-life status. Cisco's competitive pricing and continuous service improvements contribute to its cost-effectiveness.

To learn more, read our detailed Secure Web Gateways (SWG) Report (Updated: August 2026).

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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

Featured Reviews

Ashok Ananthula

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.

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Suresh-Sharma

Sr. Technical Executive at a computer software company with 11-50 employees

Has required extensive customization for non-technical users and still needs better simplification

Customization for basic users can be complex, as it is targeted toward only technical users. It would be beneficial if Cisco simplifies the customization process while still ensuring strong security to prevent unauthorized access. Simplifying the customization part could enhance Cisco Umbrella, but overall, it is a good solution for me.

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JonathanChawatama

IT Security Consultant at ZOL Zimbabwe

Enables policies on threats from downloads, social networks, and AV plug-ins

It has helped a lot with bandwidth management Enables policies on downloads, social networks, and AV plug-ins. These are major threat sources and with the inclusion of the AV plug-ins, Secure Web Gateway is a better product. The default size for database logging should be improved. More than…

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Quotes from Members

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

Pros

"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."

"We chose iboss for both zero trust and proxy (SWG) because their SWG was superior."

"I would say iboss is a very good product; its scalability is very good, and it's seamless for the user."

"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 security aspect of the solution, particularly the malware behind it, is excellent."

"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."

More iboss pros

"We can have a full overview and a quick overview of all the DNS requests. For us, it's quite important."

"I also think that the dashboard view is really helpful. Whenever sites get blocked, we get the details and the users who are connecting to them."

"Cisco Umbrella performed very well compared to Zscaler and other solutions."

"The most valuable feature for us is the DNS-based protection."

"It is a good cloud-based solution for DNS security."

"The insight into what our users are doing via Cisco Umbrella is valuable. Knowing that we're protecting our users as they leave our network is also valuable now because we've got more hybrid working."

"Cisco Umbrella scales incredibly with the growing needs of my organization."

"Using this solution has meant that we've needed to make fewer firewall changes."

More Cisco Umbrella pros

"If you are looking for a solution to internet threats and security, Secure Web Gateway is the best there is."

"Enables policies on downloads, social networks, and AV plug-ins. These are major threat sources and with the inclusion of AV plug-in, Secure Web Gateway is a better product."

Cons

"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."

"Its pricing 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."

"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."

"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."

"The solution could be stronger on the integration side and offer more cloud applications like G Suite or Oracle."

More iboss cons

"The solution is very expensive in Brazil."

"In the future, they should combine some of the Cisco AMP features that they already have, for anti-malware purposes."

"Pricing needs to be reduced for SMB based on the blocking capabilities and the lack of other features that you just cannot do in DNS, such as authentication-based filtering."

"It needs better integration with external threat feeds to improve scoring."

"It would be useful if they had a malware protection engine running inside their own VM."

"Security, overall, can always be improved."

"For us, as an MSP, the initial licensing changes were a roadblock, and they still could be a lot clearer. Specifically, it's an honor-based licensing system. We'd like it to be more specific to our traffic or our users so that we can make sure that the customer is paying for all their licensing."

"A feature I would appreciate seeing enhanced in Cisco Umbrella would be the ability to add or remove agents that we have, instead of just relying on how long the devices have been connected to the platform."

More Cisco Umbrella cons

"The default size for database logging should be improved."

Pricing and Cost Advice

"It is expensive compared to one of its competitors."

"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 have not priced the solution recently, but they were competitive with other vendors in the past."

"The overall pricing for iboss is very competitive and transparent."

"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 was a little bit expensive on a per seat basis, but the company I was running was only a midsize Australian company, and it was a reasonable budget per computer for that system. It started off being a free product, and then Cisco bought it, and it went to a reasonable price. I was using Cisco AMP as well. So, my per computer cost was reasonably high, but for a small company, it was within an acceptable level."

"The licensing and pricing structure of Cisco Umbrella is in line with standard systems on the market, and we have no specific requirements in this area. Overall, we have found it to be an acceptable pricing model for our organization."

"Our costs were negotiated, and they are okay."

"I rate the tool's pricing a five out of ten."

"We have a security Enterprise Agreement with Cisco, so the pricing is good."

"In my opinion, Cisco Umbrella now has a good price in the basic packages. When it comes to Cisco Umbrella SIG Essentials package and Cisco Umbrella Secure Internet Gateway (SIG) Advantage package, it depends on whether the project has a good price or not"

"The price should be slightly lower than the current price because if you look at the whole solution, it is simply a threat intelligence solution to block blacklisted things. The price should be lower looking at the features provided by the solution. The price isn't too high either, but it could be lower."

"I think Cisco Umbrella is priced well. We have a mix of customers with different verticals such as education. We have clients in the commercial space as well. Umbrella is at a good price point for all of our customers."

More Cisco Umbrella pricing and cost advice

"Pricing is favorable. Yearly licensing is preferable."

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Top Industries

By visitors reading reviews

Financial Services Firm

11%

Manufacturing Company

Comms Service Provider

Computer Software Company

14%

Manufacturing Company

Financial Services Firm

Outsourcing Company

No data available

Company Size

By reviewers

Large Enterprise

Midsize Enterprise

Small Business

By reviewers
Company Size	Count
Small Business	12
Midsize Enterprise	8
Large Enterprise	10

By reviewers
Company Size	Count
Small Business	50
Midsize Enterprise	31
Large Enterprise	51

No data available

Questions from the Community

What needs improvement with iboss?

I think iboss could be improved by making reporting and dashboard customization more flexible, and simplifying troubl...

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What is your primary use case for iboss?

I use iboss as a cloud-based secure web gateway to provide secure internet access, web filtering, and protect remote ...

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What is your experience regarding pricing and costs for iboss?

My experience with iboss's pricing structure, setup cost, and licensing model has been positive, straightforward, and...

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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...

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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...

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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...

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Comparisons

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Compared 12% of the time

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Compared 4% of the time

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Compared 3% of the time

Cloudflare vs Cisco Umbrella

Compared 2% of the time

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Forcepoint Secure Web Gateway vs Trustwave Secure Web Gateway [EOL]

Compared 40% of the time

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Product Reports

Buyer's Guide

iboss

September 2026

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Buyer's Guide

Cisco Umbrella

September 2026

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Buyer's Guide

Secure Web Gateways (SWG)

August 2026

Trustwave Secure Web Gateway [EOL] report

Download Trustwave Secure Web Gateway [EOL] product report

Also Known As

iBoss Cloud Platform

OpenDNS

Trustwave SWG

Overview

Iboss offers a comprehensive cloud-based security platform valued for its scalability and autonomous features, ensuring robust security with easy deployment and management capabilities.

Renowned for its robust security architecture, Iboss integrates seamlessly within diverse networks, delivering efficient granular filtering and advanced content categorization. Its single pane of glass console provides ease of management, allowing rapid scalability suitable for rapidly deploying environments. Operates in BYOD setups due to inline filtering without device installation. Integration with cloud-based applications enhances user control, and features like SASE, SSL inspection, and ChatGPT risk protection stand as highlights. Despite its strengths, users have pointed out areas for enhancement like direct navigation in reports, SSL decryption, and better cloud integration while having room to improve data loss prevention.

What are the most important features of Iboss?

Scalability: Supports rapid deployment across diverse networks.
SASE: A consolidated approach to secure access.
SSL Inspection: Ensures safe data transmission.
Granular Filtering: Detailed control over accessible content.
Single Pane Management: Unifies control through a centralized console.

What benefits should users consider in reviews?

Cost-effectiveness: Offers competitive pricing with robust features.
Autonomous Operation: Reduces management overhead.
Responsive Support: Provides assistance when needed.
Flexible Deployment: Available for both cloud and on-premises environments.

The usage of Iboss spans educational institutions, specifically K-12, to enforce internet policies, protect data, and support remote work environments. It provides web filtering and security frameworks to ensure safe browsing. Its platform-as-a-service model offers flexibility for both cloud-based and on-premises requirements, integrating seamlessly to deliver enhanced security features suitable for various deployment needs including zero trust, CASB, and network security for work-from-home setups.

iboss

Cisco Umbrella provides fast-deploying DNS-layer security with powerful threat protection capabilities. Trusted by over 30,000 entities, it ranks highly in DNS security and effectively supports secure remote work environments.

Cisco Umbrella offers comprehensive DNS security, web filtering, and ease of use, enhancing network security through robust threat protection and malware prevention. It processes over 600 billion requests daily, making it a leader in its field. The seamless integration with existing infrastructures and cloud-based nature makes it suitable for remote and distributed work environments, ensuring consistent security throughout. Management is streamlined with a single-pane interface that simplifies administration, while in-depth reporting capabilities provide valuable insights for continuous monitoring.

What are the key features of Cisco Umbrella?

DNS Security: Provides leading protection by managing DNS queries and blocking malicious sites.
Web Filtering: Offers granular control over web content to safeguard internet usage.
Ease of Integration: Fits well into existing infrastructures, simplifying deployment and use.
Intuitive Management: Single-pane management streamlines administration and enhances usability.
Cloud-Based Flexibility: Supports secure remote work environments.

What benefits can users expect from using Cisco Umbrella?

Superior Threat Protection: Reduces risk by effectively detecting and preventing cyber threats.
Consistent Security: Provides uniform protection across network environments.
Efficiency and Visibility: Leverages comprehensive reporting for better security insights.
Easy Deployment: Quick and straightforward setup with minimal disruption.

Cisco Umbrella is widely adopted in industries requiring advanced DNS-level security to counteract malware, phishing, and cyber threats. Its ability to monitor and protect remote and roaming employees makes it an attractive option for sectors highly dependent on cloud services. By managing DNS queries and blocking harmful sites, Cisco Umbrella enhances cybersecurity across networks, providing an added layer of protection for businesses worldwide.

Cisco

Trustwave SWG blocks new malware in real time with several advanced engines. To block dynamic new obfuscated or encrypted drive-by downloads, Trustwave SWG decrypts, unpacks and assembles web pages and exposes their malicious behavior. Trustwave leads the industry in this advanced capability.

LevelBlue

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.

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

Information Not Available

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August 2026

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