I could not get an emulator working for my target device and I wanted to debug a running program.
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One-off setup
Connect the device to computer using ActiveSync. Basic connection is fine.
Do the following five steps the first time for each device (from http://msdn.microsoft.com/en-us/library/b1ksfbk7(VS.80).aspx)
Also do the following the first time (from http://social.msdn.microsoft.com/Forums/en/vssmartdevicesvbcs/thread/5271dbc0-f4a0-422b-9ea3-3c4e9c99ace2)
Copy eDbgTL.dll and TcpConnectionA.dll from C:\Program Files (x86)\Common Files\microsoft shared\CoreCon\1.0\Target\wce400\armv4i\ to \Windows\ on the device.
To debug