You could always cheat a bit and make the "trench" build up the terrain around it so that it can be dug out of itself...
So you'd build fake terrain into the model of your trench.. and have the "trench" booleaned out of THAT.
It's not a perect solution of course.. since there would be obvious issues with behicles and infantry not running up the slopes around your trench but other than that it should work alright.
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