Tailscale vs Twingate comparison

Tailscale and Twingate are both solutions in the Enterprise Infrastructure VPN category. Tailscale is ranked #14 with an average rating of 9.0, while Twingate is ranked #15 with an average rating of 8.0. Additionally, 100% of Tailscale users are willing to recommend the solution, compared to 100% of Twingate users who would recommend it.

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Executive SummaryUpdated on Nov 2, 2025

Twingate and Tailscale are competing products focusing on advancing secure network connectivity. Tailscale seems to have the upper hand due to its robust feature set appealing to enterprise environments despite higher costs.

Features: Twingate improves network security through zero-trust access and integrates with popular cloud services. Tailscale uses WireGuard for secure connections, focusing on simplifying internet connections without typical VPN complexities and offers seamless peer-to-peer network integration, providing a technological edge.

Ease of Deployment and Customer Service: Twingate's setup is easy, emphasizing user-friendly experiences and integration, supported by extensive documentation and a tiered customer service model. Tailscale offers deployment simplicity with minimal configuration due to its peer-to-peer mesh network, reducing the need for extensive support.

Pricing and ROI: Twingate is cost-effective for mid-sized organizations prioritizing price sensitivity, balancing setup costs with long-term value. Tailscale's initial setup might be costlier but provides compelling ROI through advanced security and reduced operational overhead, justifying pricing for organizations seeking advanced security and network management simplicity.

To learn more, read our detailed Enterprise Infrastructure VPN Report (Updated: January 2026).

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January 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

reviewer2701851

Managing Director

Enhances web security with a single pane of glass and flexible deployment

I don't see any need for improvement; one of the really good things about iboss as a company is that they listen to customer feedback. I have suggested enhancements, and they are responsive, making changes for the better, and they do a lot of testing. To improve iboss, although we haven't used it, we considered the VPN solution that comes with the highest tier licensing, which includes DLP and various other add-ons. We prefer using another product which automatically logs you back onto your network when turning on your PC. With iboss, the connection is manual, which doesn't meet our needs. Additionally, sizing can be tricky because, although the initial recommendations may seem adequate, actual usage may require more gateways than anticipated.

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reviewer2797194

Software Engineer

Securing private cloud workflows has protected sensitive AWS resources with fine-grained access

The best features Tailscale offers are highlighted by the fact that setting up Tailscale was straightforward, at least once you are following the documentation and the guides. The security is valuable, as there are many providers available, but Tailscale fulfills the requirements that we had, allowing us to access and expose internal apps without exposing them to the general internet. The complex site-to-site connections are replaced using VPNs, and we can SSH into our remote desktops or SSH into our EC2 machines in our AWS regions in a secure way. About the features that make Tailscale stand out for me, with access control lists, we can fine-grain what can be accessed and by whom. It solved our base use case, which is keeping our secured infrastructure behind a private VPN, and that is why we started using it in the first place. Tailscale has had more positive impacts on my organization regarding security.

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Joey Benamy

Senior Cyber Liability Engineer at OncoLens

Helps reduce access-related support tickets, is quick to deploy, and streamlines onboarding

We were able to add Twingate into our infrastructure without having to change our infrastructure or how people work. We reaped the benefits of Twingate immediately because it replaced an alternative solution with a lot of overhead. Twingate helped reduce access-related support tickets by 80 percent. Twingate streamlines onboarding for our company, especially for the engineering team, by automating resource access through directory integrations. New employees generally require no manual configuration within Twingate, saving us significant time and effort. The resiliency is directly proportional to the level of control we exert over its components. We can manage Twingate connectors to support high availability, ensuring the system is as reliable as needed. This flexibility and control enhance Twingate's resiliency capabilities significantly.

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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

"iboss is pretty scalable. They provide good support. The case managers you work with to coordinate what you need are pretty good."

"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."

"Technical support is pretty sharp and very responsive."

"iboss is among the few products providing inline filtering where no application is needed on the device. It operates on the network side and is not device-based. This feature was one of the main reasons why we stayed with them for so long."

"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."

"I would rate the technical support of iboss a solid 10 without a shadow of a doubt."

"Iboss is a solution that prevents advanced persistent threats, and has a zero tolerance for attacks."

"Its initial setup was straightforward."

More iboss pros

"The security is valuable, as there are many providers available, but Tailscale fulfills the requirements that we had, allowing us to access and expose internal apps without exposing them to the general internet."

"I appreciate Twingate's developer-first approach, particularly its excellent developer tools for deployment and management."

Cons

"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."

"Our biggest problem with their service was it did not recognize the device and filtering did not always work correctly."

"The area I would like to see improvement in is the ability with in the reporter to navigate directly to the content the user is traversing. It is kind of there, but it's not perfect. Quite frequently, I receive links that lead me to pages with error messages."

"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."

"Sometimes when you call in support, you get someone who is just following a sheet. It feels like a runaround. You feel that you are running into that support wall."

"The reporting feature needs improvement."

"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."

"Sometimes the agent stops working in iboss, and we have to reinstall the agent."

More iboss cons

"Regarding how Tailscale can be improved, I think for free users, there are some limited options."

"Twingate's lack of native support for Windows Server is a significant limitation."

Pricing and Cost Advice

"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."

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

"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."

Information not available

"Twingate's pricing is fair."

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Top Industries

By visitors reading reviews

Financial Services Firm

11%

Computer Software Company

10%

Manufacturing Company

Comms Service Provider

15%

Computer Software Company

10%

Financial Services Firm

Manufacturing Company

Comms Service Provider

18%

Financial Services Firm

Computer Software Company

University

Company Size

By reviewers

Large Enterprise

Midsize Enterprise

Small Business

By reviewers
Company Size	Count
Small Business	6
Midsize Enterprise	6
Large Enterprise	5

No data available

Questions from the Community

What needs improvement with iboss?

For zero trust implementation, we encountered complexity issues, especially with a large infrastructure company Exxon...

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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...

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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...

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What is your experience regarding pricing and costs for Twingate?

Twingate's pricing is fair.

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What needs improvement with Twingate?

Twingate's lack of native support for Windows Server is a significant limitation. While it hasn't directly affected m...

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What is your primary use case for Twingate?

We use Twingate for remote access.

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Comparisons

Netskope vs iboss

Compared 12% of the time

Prisma Access by Palo Alto Networks vs iboss

Compared 10% of the time

FortiSASE vs iboss

Compared 7% of the time

Cisco Umbrella vs iboss

Compared 7% of the time

Appgate SDP vs iboss

Compared 2% of the time

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SonicWall Cloud Secure Edge (CSE) vs Tailscale

Compared 9% of the time

OpenVPN Access Server vs Tailscale

Compared 8% of the time

Fortinet FortiGate vs Tailscale

Compared 7% of the time

Cloudflare One vs Tailscale

Compared 5% of the time

Prisma Access by Palo Alto Networks vs Tailscale

Compared 4% of the time

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Cloudflare One vs Twingate

Compared 24% of the time

Fortinet FortiGate vs Twingate

Compared 7% of the time

NordLayer vs Twingate

Compared 5% of the time

Sophos Network Access Control vs Twingate

Compared 5% of the time

VMware VeloCloud SD-WAN vs Twingate

Compared 3% of the time

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Product Reports

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iboss

January 2026

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Enterprise Infrastructure VPN

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Network Access Control (NAC)

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Also Known As

iBoss Cloud Platform

No data available

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

Tailscale is a modern VPN alternative that provides secure and easy access to resources across multiple networks and devices. Its primary use case is to allow remote teams to securely connect and collaborate as if they were in the same office. With its user-friendly interface and automatic network discovery, Tailscale simplifies setting up and managing a secure network, making it an ideal solution for small businesses and organizations.

Tailscale's most valuable functionality is its ability to create secure tunnels between devices without complex configuration or setup. This allows organizations to securely and seamlessly connect remote workers, offices, and devices, increasing productivity and collaboration while reducing the risk of security breaches.

By eliminating the need for traditional VPNs and reducing the risk of accidental exposure of sensitive information, Tailscale helps organizations improve their security posture while enabling their workforce to work more efficiently and effectively.

Tailscale

Twingate is a cloud-based network security platform that offers secure, zero-trust access to corporate applications and resources. Its primary use case is to provide remote access to employees, contractors, and partners, allowing them to work securely from anywhere. Twingate's most valuable functionality is its ability to create secure access policies based on user identity, device, and network context. This enables organizations to enforce granular access controls, reducing the risk of data breaches and insider threats.

By leveraging Twingate, organizations can improve their security posture and reduce the IT burden of managing traditional VPNs. It also helps organizations to comply with regulatory requirements, such as GDPR and HIPAA, by providing a secure and auditable access solution.

Twingate

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.

Bamboo Health, Duolingo, Shiguredo, Instacart, Corelight, Machinify, Bolt, Mercari, Cobalt, Yugabyte, Jasper, VersaBank, Zego, Gini and Finter

Blend, Modern Health, Webflow, Liberis, Cerebral, Homebase, Bloomreach, Cameo, Hippo and Bitpanda

Buyer's Guide

Enterprise Infrastructure VPN

January 2026

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