


Skyhigh Security and Cisco Web Security Appliance compete in the network security category. Based on feature robustness, Skyhigh Security has the upper hand with its comprehensive cloud risk management capabilities.
Features: Skyhigh Security specializes in shadow IT capabilities, provides cloud risk assessments, and delivers insights into service risks. Its DLP capabilities and threat prevention features are critical in reducing data risks. Cisco Web Security Appliance is recognized for its strong categorization and malware protection. It seamlessly integrates with Cisco environments and excels in policy framing and management.
Room for Improvement: Skyhigh Security's interface can be cumbersome, with slow report generation and limited support for unsanctioned applications. It also requires confirmations for custom attribute management. Cisco Web Security Appliance could improve its user interface and reporting capabilities. Its segmented deployment options necessitate managing multiple devices for comprehensive coverage. Enhancements in bundled feature sets would increase its competitiveness.
Ease of Deployment and Customer Service: Skyhigh Security offers hybrid, on-premises, and public cloud deployments but faces challenges in seamless user support. Cisco Web Security Appliance focuses on on-premises deployments with some hybrid options, offering robust customer service and technical support, earning praise for its responsiveness.
Pricing and ROI: Skyhigh Security's pricing is variable based on user count and API integrations. It is generally expensive, but customers appreciate its breadth of features, with discounts for multi-year contracts available. Cisco Web Security Appliance is considered costly, especially for smaller companies, though its value is tied to robust security features. Skyhigh's pricing flexibility is a potential advantage over Cisco's traditionally higher price point.
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.
Deploying iboss leads to good return on investment, estimated around 70% to 80%.
I have seen some cost effectiveness from iboss; it has reduced certain support requirements, making it a more hands-off solution.
With Skyhigh Security, that same analysis could often be reduced to around ten minutes
By moving to having more in the cloud, their cloud is automatically updated as part of a SaaS solution, which reduces the responsibility on the company to do the updates themselves.
I have seen a return on investment from using Skyhigh Security; we saved a lot of time since the dashboard gives the complete picture of the overall usage of cloud apps.
They are very fast, responsive, and knowledgeable.
The quality of the support is fantastic.
We had promising discussions about resolving these issues, but no real action followed.
Generally, the response time for resolving issues is getting slower.
We can know the case severity such as P1, P2, or P3, allowing easy interaction from the customer support side.
Weekly setup calls are conducted with all clients to discuss ongoing issues and resolutions.
There is also some really good diagnostic information built into their web gateways that they deploy on-premise if you want to do hybrid, so they get a lot of information before you even know something might be wrong.
They are also able to meet on-demand requirements based on your contract with them, and can easily provide adequate resources and scalability.
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.
Scalability-wise, for monitoring cloud apps, Skyhigh Security is more scalable, and we never faced any scalability issues on the dashboards.
They have peering agreements with a lot of the major ISPs where their data centers are, which allows them to get a really good bandwidth allocation.
We upgraded with a plan for the next five to seven years to run with this solution because this easy scalability is what we are able to achieve with Skyhigh Security for our environment.
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.
We've experienced zero downtime.
Our biggest problem with their service was it did not recognize the device despite our ClearPass sending information to the iboss box.
It is very stable, a product that I put on the network, and it will run for a very long time.
We did not face any downtime on that site, so it is quite reliable.
If your primary location is down, you just get diverted to the other one.
It has many gaps, so I think some customers take three months and up to six months for the deployment of Skyhigh Security.
It is not as intuitive as the rest of the platform.
iboss's single pane of glass console gives centralized visibility into web traffic, user activity, security policies, and alerts from one dashboard.
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.
Once it is done correctly, the functionality and reports become valuable, although the implementation part can still be challenging.
There is no API available.
Skyhigh Security does not have a local representative in the Philippines.
Skyhigh has its own DLP which is helping users not upload sensitive documents to the AI chatbot, making that a main good feature.
It offers the same features you would get from a vendor that charges 250,000 British pounds for a fraction of the price.
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.
Regarding pricing, setup costs, and licensing, iboss is not cheap, and that's my only concern.
Cisco is not a product for small companies due to its pricing.
After switching, cost savings would be in the millions since we were having many VPN edge routers, and there were many VPN tunnels utilized on the cloud, and after moving to ZTNA, we were able to cut the cost.
The pricing and licensing was generally aligned with the number of users and the models, and the cost depends on the scope, but I think Skyhigh Security has great pricing for the market.
Regarding pricing, the licensing and pricing for Skyhigh Security, especially for SWG, is cheap.
The solution's mental health function can detect if someone needs help.
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.
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.
When I integrate these three products, it efficiently prevents malware, showing which endpoint is affected and providing a comprehensive view of the endpoint connections.
Skyhigh Security dashboard helps monitor security threats, and it works well with very large enterprise environments.
By going through their Zero Trust interface, we effectively had single sign-on to the internal network remotely without a VPN, so it reduced the overhead and gave us faster access to the files.
The hardware and cloud usability features help my team by providing easy scalability, which is the main advantage.
| Product | Mindshare (%) |
|---|---|
| iboss | 3.2% |
| Skyhigh Security | 3.1% |
| Cisco Web Security Appliance | 2.2% |
| Other | 91.5% |


| Company Size | Count |
|---|---|
| Small Business | 14 |
| Midsize Enterprise | 8 |
| Large Enterprise | 14 |
| Company Size | Count |
|---|---|
| Small Business | 11 |
| Midsize Enterprise | 7 |
| Large Enterprise | 12 |
| Company Size | Count |
|---|---|
| Small Business | 34 |
| Midsize Enterprise | 6 |
| Large Enterprise | 49 |
iboss is the Zero Trust SASE platform that gives organizations complete visibility and governance over their AI, data, and applications through one unified platform, one console, one policy engine, and one data lake.
Your endpoints may already stop malware. Your data and application activity can still be invisible. iboss decrypts and understands every connection, then turns that signal into answers security leaders can act on.
The platform leads with three capabilities in this order: AI Security and Visibility, Data Security and Visibility, and App Visibility and Control. Zero Trust Network Access, VPN replacement, and SD-WAN sit underneath as the access fabric that carries those three. Trusted by global enterprises and government agencies.
What are the most important features of Iboss?
- AI Security and Visibility: conversation capture, shadow-AI discovery, AI DLP, and agent governance across Claude, Co-Work, ChatGPT, Gemini, and Grok, and emerging services.
- Data Security and Visibility: full SSL/TLS decryption, deep content inspection, MIP label compliance, and one-click compliance reporting.
- App Visibility and Control: signatureless CASB, dual risk scoring, in-app controls, and SSPM for major SaaS.
- Containerized Zero Trust SASE: dedicated containers, isolated SSL keys, one console, one policy engine, one data lake.
- Access fabric: ZTNA, VPN replacement, and SD-WAN under the same platform.
What benefits should users consider in reviews?
- Complete visibility over AI, data, and applications from one platform instead of separate point tools.
- Encrypted traffic is inspected by default so data decisions use content and context together.
- Shadow SaaS and new web tools appear as they are used, with enforceable controls in one console.
- Native data sovereignty through dedicated containers, in-region inspection, and per-customer SSL key custody.
- Scale proven in published materials: 10M+ users, 100+ countries, 150B+ transactions, 2.5B+ threats blocked.
Economic buyers are CISOs, CIOs, and VPs of Security. Champions include security architects, network and infrastructure leaders, SecOps, and GRC. Primary segments: enterprise and business, financial services, government (including FedRAMP Gov Cloud), healthcare, manufacturing, legal and professional services, retail and hospitality, and MSP/MSSP partners. Education, including K-12, is one vertical among these.
Cisco Web Security Appliance delivers robust web security, combining efficient proxy functions with strong malware protection and seamless Cisco integration. It enhances security management and is favored by enterprises for its scalability and stability.
Cisco Web Security Appliance is a comprehensive tool used for safeguarding network traffic through powerful proxy capabilities, effective URL filtering, malware protection, and identity checks. Enterprises rely on it for controlling internet browsing, compliance, and securing remote work activities. With advanced features like SSL decryption, content filtering, and real-time policy enforcement, it offers centralized management with intuitive controls. While praised for its reliability, users seek a more affordable price, better support, a simplified interface, and enhanced integration abilities. Supporting Active Directory, it provides granular security measures for efficient web access management.
What are the key features of Cisco Web Security Appliance?Cisco Web Security Appliance is widely implemented across industries like finance, healthcare, education, and government. It protects sensitive data and meets regulatory compliance by controlling web access and ensuring secure remote connectivity for a diverse workforce.
Skyhigh Security provides comprehensive protection with features like user behavior analytics, shadow IT identification, and data loss prevention. Its integration with IT infrastructure offers robust security insights and helps maintain compliance.
Skyhigh Security offers a user-friendly interface that simplifies navigation while delivering substantial threat protection. It enhances existing IT infrastructure integration, such as DLP and Active Directory, to strengthen security. Yet, there is room for improvement in report generation speed, interface intuitiveness, and integration with other products. Organizations utilize Skyhigh Security to audit internet behavior, secure cloud environments and control web content. It effectively manages data movement and ensures compliance, while preventing unauthorized access and bandwidth misuse.
What are the key features of Skyhigh Security?In sectors like finance, healthcare, and technology, companies implement Skyhigh Security for its comprehensive monitoring capabilities. It helps secure access to SaaS applications and protects against threats, ensuring adherence to regulatory requirements and preventing data breaches while optimizing performance in cloud environments.
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