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Fixed it. That ADE message of "Error! Check Activation" meant Adobe didn't like my activation any more. So, I had to go into ADE, remove it, and re-authorize (same kind (Adobe) of authorization and same Adobe ID (i.e., username for their site)). Once I did that, I ran into another error (which I can't find anymore) that meant to check that my clock and the source documents data/time stamp were in sync. When I went back to that sample site, it was in a foreign language, so I changed it to an english site and redownoaded. That file authorized just fine in ADE. Once I did that, I exported my Adobe Adept key from the Windows registry for safe keeping.
Then I had to install Calibre, DeDRM and DeACSM over in that Windows VM, import the ADE keys from the installation there, and export them. Once I confirmed I could Add an acsm file in that version of Calibre, I copied those exported keys over to Linux.
In the Linux side of Calibre, I uninstalled DeACSM, went to ~/.config and removed all trace of it from the calibre folder. I re-installed the plugin and imported the new, exported keys into both of the plugins. I Added a different acsm file and that worked too. Yay!
Sorry to be so long-winded. But, I figured all those details might help someone down the line.
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