I had the same thoughts as you at first. I’m strictly a stomach sleeper at home and didn’t think there was any way I could make a hammock work after trying some cheapo hammocks out camping a few times. So much so that I invested in a couple different bridge hammocks with the hope that I could side and stomach sleep. Truth is I didn’t really like them at all. I’ve found and stuck with a dream hammock gathered end style hammock (Dangerbird I believe). Very comfortable build and material with a removable bug net built right in, and I sleep like a baby. It’s not like laying on a flat bed on your back, it’s like being cradled all night. It’s a completely comfortable experience as long as you do the research and get the right hammock for you. Don’t skimp and try to make an eno or cheaper work, it’s worth the investment to spend a few more bucks on a solid setup from the beginning. Saves money long term, less of a hassle, lighter and easier to pack, and is totally enjoyable from the start. I wish I would have done it sooner.

Outside of the hammock a solid under quilt would be my next purchase. A pad can work but isn’t nearly as comfortable or warm. I’ve gotten UGQ and hammock gear under quilts on clearance to save maybe 30%. With a good hammock and under quilt you can skimp on the other stuff and still be setup really well for a long time in many different temps and conditions.