If you are using these machines often, you would see a notification in the task tray saying that your password is about to expire in X days (usually I notice the warnings start at 5 days). You can then do the good ol' Ctrl+Alt+End to access the Change Password feature.
Unfortunately for me, in this particular environment, I may go a week or more without logging on. If I miss my password expiration, and then try to log in using Remote Desktop, I'm stuck: instead of having the chance to change my password, I get a message saying that my password has expired, and that I need to contact my "administrator". Well, I'm the administrator... Darn those administrators!
Finally, after frustration grew, I dug and discovered the solution here: https://gist.github.com/pingec/7b391a04412a7034bfb6
If the remote machine does not enforce NLA (Network Level Authentication), it is still possible to start a remote desktop session by disabling NLA on the client.
Add the following setting to your .rdp file ("C:\Users\\Documents\Default.rdp" if you aren't using a specific one).
Phenomenal - simply opening my Default.rdp in a text editor and adding that one setting (enablecredsspsupport:i:0) to the end made all the difference. Now, I was able to enter my old password, and then prompted immediately to change. Hopefully this saves you undue frustration as well.enablecredsspsupport:i:0
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