The errors also lead nowhere to dead ends as to why this is. But if the machine IS joined, then RDP into their RDP Server fails to authenticate. So what happens is, if a machine in the field remotes in using Anyconnect and that machine is NOT joined, then Remote Desktop into their terminal server/RDP server Just Works. And they discovered that something in the Anyconnect setup was interfering with this. ![]() What happened is that they started sending laptops out into the field with windows 11 that were domain joined because of some security issues of sending laptops into the field that were just in Workgroup mode. However, they were sort of resigned to going this route until something happened. Plus to add insult to injury the Cisco server shuts off if you stop paying the subscription fee. Their problem is that Cisco is no longer supporting the 5515-X and the hardware upgrade path is the Cisco Firepower which is all under Flex licensing, and all of that is VERY expensive, not only do you have to pay a yearly software maintenance Smartnet fee for the Anyconnect clients but also for the Firepower hardware server. They also have Cisco DUO setup for multifactor authentication with the ASA. They have around 70 users who have Windows 10 laptops and Cisco Anåonnect loaded on them that they use for VPN access to their network. ![]() I have a non-profit client who is currently using a Cisco ASA 5515-X as a Cisco Anyconnect VPN server.
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