Harry from darkseoprogramming kindly pointed out to me that there is a guide to installing and running Autostumble under Linux.

Here is is: [and here is the original]

Step 1. Install Wine

Install Wine from your package manager. Under Debian/Ubuntu it’s simple.
apt-get install wine

Step 2. Download and install Mono for Windows under Wine

If you try to run autostumbler with Wine it will complain that you don’t have the mono libraries installed. So run over to go-mono.com and download the Windows version with GTK and XSP (about 70megs).

Once the download is finished, run the installer under wine.
wine mono-1.9.1-gtksharp-2.10.4-win32-2.exe

Step 3. Install GDI Plus library

Supposedly Wine doesn’t provide some library that autostumbler requires (GDIPlus), so you’re going to have to download and extract it into your wine/drive_c/windows/system32 folder (usually hidden under ~/.wine).

After the DLL is extracted, run winecfg and under the “libraries tab” find the gdiplus library and “Add” it.

Step 4. Profit!

You should now be able to run AutoStumbler under Linux with Wine!
wine autostumbler1.exe

Input your AS user/pass, stumbler user/pass your URL of choice and hit “AutoStumble” and you should be good to go.

Sidenode:
It doesn’t appear to like to be minimized, so just don’t do it . I have a feeling it’s still working while it’s minimized, but I lose the ability to see what’s going on.

Don’t know who wrote this guide, but thanks!