I have one of the OLD cast iron Enterprise stuffer...it has a "false bottom plate" that is a huge help when pressing fruit....maybe you can cobble something up for your new stuffer....they do work good...they will press fruit almost dry! Frankly, I use mine more these days as a decoration because it is huge, old, a PITA to clean, and I can stuff faster using my meat grinder! When it was all I had, it worked great if you had someone to crank the handle while you feed the casings and rolled the sausage up.
Side note....we still haven't made sausage this year...was looking at the calendar and it may be June before we have the time...too late to do much smoking, much less get it eaten up before next hunting season! I'm sitting here actually thinking about having our local meat market make our sausage this year...after 20 years, it's just hard to get my mind around that idea. However, the older I get, it seems these 150 pound batches of sausage are a lot less fun!
OHHH...splash a little wine in your sausage. About 10 years ago we started mixing our spices with store bought jug wines...much better than water...the added liquid helps spread the spices around the meat (as does my 20# batch motorized meat mixer...no more frozen hands) and it helps the meat "dough up" faster. stuff easier, and while the product does NOT taste like wine, there is a little something extra in the flavor department.