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Jamf Connect vs Tailscale comparison

 

Comparison Buyer's Guide

Executive Summary

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

Jamf Connect
Average Rating
9.0
Reviews Sentiment
6.1
Number of Reviews
18
Ranking in other categories
ZTNA as a Service (13th), AI Customer Experience Personalization (14th)
Tailscale
Average Rating
8.8
Reviews Sentiment
6.4
Number of Reviews
26
Ranking in other categories
Enterprise Infrastructure VPN (2nd), ZTNA (2nd)
 

Featured Reviews

Robert Ojok - PeerSpot reviewer
Systems Engineer Iii Apple Devices (Jamf Engineering) at a retailer with 10,001+ employees
Unified sign-on has simplified password management and now secures our mobile workforce
The ability to have a single password for the local device and the same password for the IDP is part of our security requirements. Jamf Connect integrates with multi-factor authentication from any IDP and facilitates initial device enrollment. It ensures that when a new user sets up the device, they sign in with their IDP username and password, which then creates the profile on the device. Furthermore, Jamf Connect is now integrated into Jamf Self Service Plus, providing a single dashboard for user password management and allowing users to sync and change their passwords. Additionally, Jamf Connect enhances security by offering two-factor authentication and permitting users to manage or seek help through support features directly within the app.
Adeniyi Stephen - PeerSpot reviewer
DevOps Engineer at CloudKite.io
Secure access has simplified hybrid connectivity and has unified multi-cluster workflows
I would say that in terms of Tailscale, if I have so many tailnets I need to connect to, there are some issues in the login process that need a little bit of attention from the Tailscale team. Sometimes, you would probably need to restart your entire system for it to connect. As a DevOps as a Service engineer, I have so many clients that are using Tailscale, and I would need to connect to maybe five different tailnets because they are different clients. Client A might have a Tailscale, Client B, Client C, and so on. When changing between tailnets, sometimes it hangs. Sometimes you might need to restart your entire system. This is a bit of a headache in that aspect. However, I believe if you are just using a particular tailnet, just one, then it is quite easy and there won't be any headache. For me, I think it can be improved in the aspect of having multiple tailnets to connect to. A good refresh on the Tailscale side and the backend side to refresh the connection anytime there is a new connection to be made would be helpful. Instead of needing to restart the system, it should be able to refresh itself. The connection side and connecting to multiple Tailscale instances can be problematic, and sometimes you have to restart your system when switching between them. The ACL sometimes is like another language on its own entirely. It is fine, but they need to make it in a YAML format instead of the current format because it is quite new and something you have to go and study. If they can make it like a YAML format, that would be better. Aside from the switching which I mentioned and the fact that you have to relearn their ACL, if the ACL could be in a YAML format instead of JSON format, that would be beneficial. I don't think there is much they can do about the switching of tailnets, but if they can have a YAML format of the ACL, that would be good. Every other thing is a ten out of ten. The connection-wise is easy to set up and easy to install. It is good to have things connected all together from on-premises, from so many environments, and even exit nodes as well. It is good overall. The pricing, I think Tailscale can be a little bit on the higher side. It is not for teams with just small users. If you want to set it up for small users and a small startup, I don't think you can afford it and might need to go to other open-source alternatives. It is good for teams that have maybe fifty plus users or one hundred users. In terms of pricing, I would say it is on the higher side, but it is worth it. The price is worth the functionality. As a user, I would say it is more on the higher side, but based on its functionality, it is worth the price.

Quotes from Members

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

Pros

"It's a good and stable tool, so you should use it if you have a need."
"Jamf Connect allowed us to fully customize everything, offering a branded way to change passwords and manage integration with Entra instead of LDAP."
"It's connection with Azure is the most valuable. It is easy to deploy and connect."
"Jamf Connect is an identity provider, and once you log in, you will have all the device's access."
"The most valuable feature is ease of access. It's convenient to do things like resetting passwords. Previously, users were bound to their domain. We had to bind the user to the domain and log them in through the AD. Now, using Jamf Connect, we don't face any of these challenges. Resetting passwords is hassle-free so we can regularly rotate passwords according to best practices."
"For those kinds of users, it is an awesome solution because it syncs their password across the devices they are using, which was not the case previously."
"Jamf Connect integrates with multi-factor authentication from any IDP and facilitates initial device enrollment, ensuring that when a new user sets up the device, they sign in with their IDP username and password, which then creates the profile on the device."
"The most valuable feature is the synchronization of passwords with a local password, which works well."
"With Tailscale, I set it up and forget it because it just works, allowing me to avoid worrying about the whole VPN aspect of my home network architecture."
"Since implementing Tailscale, we have seen improved remote access reliability, reduced VPN maintenance overhead, faster onboarding for new users, and stronger security through identity-based access controls, all while significantly lowering the administrative workload."
"Tailscale's best features include the ability to seamlessly integrate and add devices, exit nodes, a very simple UI that is easy to set up, and importantly, access to a CLI so that my agents can set up Tailscale for me."
"Tailscale is a very solid framework and is very useful for smaller companies if they want to start out or even bigger companies who want to have a robust network of devices that they want to manage."
"Tailscale is very intuitive as well as accessible, which allowed us to connect everything to our testing network very seamlessly since it could easily be downloaded onto mobile devices or other devices."
"This quick setup with Tailscale has saved me probably days of work that I would have spent learning how to configure traditional VPN solutions, more traditional solutions like WireGuard, where I would have had to learn their entire configuration process and it would have taken days just to set that up."
"Tailscale is incredibly easy to use, and I will always sing its praises."
"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."
 

Cons

"Overall, there is a lack of consistent experience sometimes with some of their features."
"We have faced issues with the product's configuration. If we use the tool with other business manager solutions, then there is the issue of naming conventions. The tool needs to be careful with newer updates so that it doesn't break any of the existing configurations."
"The logs are an area with a shortcoming."
"The configuration could be faster."
"The solution’s technical support is bad and should be improved."
"The solution's UI could be more user-friendly for the setup process."
"We've had some issues when users restart their devices because the device asks for credentials afterward. Jamf Connect asks for a username, password, and MFA."
"Jamf's support could be improved."
"I initially got introduced to Tailscale in high school when I needed access to services running on my server, but due to deep packet inspection being in place, I could not use Tailscale."
"Regarding how Tailscale can be improved, I think for free users, there are some limited options."
"I would not say anything in Tailscale's use case could be improved; what it does and its intended use is perfect, but the application on the laptop is a little buggy since it continuously opens in the background when it should not be."
"I choose a seven because it sells what it does honestly, but I believe some more flexibility might be needed."
"Currently, if Tailscale goes down, our services are not operable."
"I am currently facing an issue where on my Mac, Tailscale does not allow me to log in to multiple accounts."
"Another issue is that when I use Tailscale with other alternatives such as Radmin and ZeroTier, it takes high priority and takes all the incoming connections, even if the other alternative has a different IP scope."
"Tailscale could be improved with more advanced network visibility and monitoring tools, cleaner pricing tiers for scaling teams, and enhanced built-in reporting for device posture and controls for enterprise environments."
 

Pricing and Cost Advice

"Jamf Connect has a yearly licensing cost, which is expensive."
"The pricing model could be improved, especially considering the availability of alternative MDM solutions like Kandji, which offers similar features for free or at a lower cost."
"The solution's price is reasonable."
"We pay 2 dollars per device monthly. For the plus version, you have to pay 4 dollars per month. I think the product will give discounts based on the number of users and devices."
"I rate the cost as three out of ten, with ten being the highest."
"It's relatively inexpensive."
"The pricing is definitely on the higher side."
"The pricing is good."
Information not available
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Top Industries

By visitors reading reviews
Financial Services Firm
14%
Construction Company
10%
Computer Software Company
8%
Manufacturing Company
7%
Comms Service Provider
15%
Financial Services Firm
9%
University
9%
Computer Software Company
8%
 

Company Size

By reviewers
Large Enterprise
Midsize Enterprise
Small Business
By reviewers
Company SizeCount
Small Business5
Midsize Enterprise3
Large Enterprise12
By reviewers
Company SizeCount
Small Business17
Midsize Enterprise4
Large Enterprise4
 

Questions from the Community

What needs improvement with Jamf Connect?
Jamf Connect is pretty good software and well developed. I just wish it would also be available for Windows, but I am not sure if it is there or not.
What is your primary use case for Jamf Connect?
Jamf Connect is used for logging in from the Mac to our Okta, or connecting to my organization network, which helps Mac connect with the office network without any VPN. Whenever we log in to our Ma...
What needs improvement with Tailscale?
I have a pretty basic use of Tailscale. I do not deploy it for a big organization, so I am generally happy with the product itself and have no special requests for a different feature that I would ...
What is your primary use case for Tailscale?
My main use case for Tailscale is to access my home network remotely. In my home network, I have deployed a wide range of microservices. For example, I use Tailscale to back up my pictures, and I n...
What advice do you have for others considering Tailscale?
I rate Tailscale overall a ten out of ten. I chose ten out of ten because the ease of installation, access to documentation, friendly UI, ease of tracking and debugging, and the facility I have to ...
 

Also Known As

Wandera, Wandera Private Access
No data available
 

Overview

 

Sample Customers

Mastercard, Deloitte, PayPal, Toshiba, BNP Paribas, EY, Otis, Rollins, Eurostar, Frontier, Sealy, Rolex, VITAS Healthcare
Bamboo Health, Duolingo, Shiguredo, Instacart, Corelight, Machinify, Bolt, Mercari, Cobalt, Yugabyte, Jasper, VersaBank, Zego, Gini and Finter
Find out what your peers are saying about Jamf Connect vs. Tailscale and other solutions. Updated: August 2026.
909,725 professionals have used our research since 2012.