The Clark canned sounds are second to none and any sound card that can play a wav file should get this right. The quality coming from it for these sounds is great. Yes a good enclosed speaker can make a world of difference, and you should hear nothing different between the Clark and the Benedini for these. The difference is how the sound card replicates the engine mapping. This is where the Benedini shines, and I don't think there is a product out there that does it better. No speaker in the world is going to change that.
The Best Clark sound I have heard yet is the Ford V8. SO if you have a Sherman or a Pershing, you would want to get this one..