Windows – CRLT ALT DEL issue for nested RDP session

rdpwindows

I am having a very unique situation here and hopefully someone can help me to resolve this issue.I am using a windows laptop and using RDP to jumpbox to authenticate new domain first after that from this jumpbox I need to open another RDP session to windows client machine to get some work done .everything is fine untill this point but if I try to run any Tasks as admin elevation (such as running cmd as admin ,or uninstalling programs , changing IP address of the client machine etc.) it requires CRTL ALT DEL and and it doesnt work at all .

if I do CRLT ALT DEL it works on my own laptop .if I do CRTL ALT END it works for jump box which is the first hop but for the second RDP session it only works if I bring up Windows On screen keyboard however OSK is not a prefered method and I was wondering if there is any other way to get this done ?
Maybe we can assign a different key combination other than CRTL ALT DEL in second hop or create a shortcut on the desktop so it would the same thing.

Any thoughts or idea about this issue ?

Best Answer

I just ran into a similar situation and was able to get it to work with sticky keys. Hit the shift button 5 times in a row and a pop up asking to enable sticky keys will appear on each machine being controlled. Click no on your local machine and the first RDP server, but then yes on the second RDP server. Now just tap ctrl, alt, and then delete one at a time. Only the machine with sticky keys enabled will receive the command.