Hi OldBird,
Yes, Caught in the Crossfire II is winnable. It is not overly difficult once you understand the basic concepts of how the scenario progresses (although difficulty in Outpost 2 is really hard to pin down).
I tried crediting the scenario authors on this page:
https://wiki.outpost2.net/doku.php?id=outpost_2:maps:multiplayer_maps, although there is a good chance I missed a few people. Possibly more important are the people who helped document and open up the SDK for making new scenarios.
Glad to hear you are enjoying the 'new' missions (most of them are many years old now).
The people I play with come back to Fractured Alliance and Yukon Trail quite a bit as well among others.
~Brett