Alternatives to two RDP sessions to the same box by different users or RDP + 3rd party remote support software at the same time?



Both Windows Server Essential and Standard allows / allowed to have 2 simultaneous sessions. Now that Windows Server 2012 R2 Essentials EOL is this October, and Windows Server 2019 Essentials EOL is next year (2024) October, and Microsoft not selling Essentials directly any more I’m in a pickle.

The box in question does not run any VMs, and is not worth more than $600-$800, it is only for demo / testing / staging purposes. I’m looking something really budget (Essentials was for small businesses, I’d say this is a tiny business). I talked with some companies and I cannot get a 2022 Essentials on a workstation tower, but the weakest server + OS would be at least $2K-$3K, which is a ripoff for me. So I’m even considering Windows 11 Pro.

Questions:

  1. If someone is logged in via RDP to that box, can another user log in using some 3rd party remote support software (such as WinVNC or something)?
  2. Would the previous scenario (RDP + WinVNC, two separate users) possible for a non Server OS such as Windows 11 Pro?
  3. Would there be the WinVNC and the RDP sessions completely independent, or the WinVNC could only see (shadow) what the RDP user is doing?
  4. How stable is RDPWrapper? How likely that it gets broken by a Windows Update?
  5. Do I need to hack the termsrv.dll for RDPWrapper?



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