I don't think there would be much savings. If you check the price per sq ft of 17" rolls compared to 50 sheet boxes, you'll find the prices are pretty close. The sheets may actually be cheaper in some cases (for instance, 17x22 50ct of Photo Rag 308 versus 17" roll at
Atlex).
The only thing cutting from rolls would really get you is more flexibility in paper size, by not having to buy several different-sized boxes of sheets, and having the option to cut sheet sizes not available for purchase (such as 17x25).
But I think it would be a huge hassle to do this on a regular basis. Handling paper cut from rolls can be a chore due to curl. And curled paper will likely be more difficult to feed into the print. You're also going to need to make straight, smooth cuts; I don't think a knife would work that well, you'd probably want a real paper trimmer (which would definitely eat up any cost savings of roll paper in the near term if you don't already have one).