Resigning Realmuto likely mandates a 5 yr deal which means he transitions to 1B at some point
I'd time that move with the best estimate of Hoskins' trade value, age etc.
Kingery is best at 2B. I'd stop screwing around with him; dangle Hernandez and put Kingery at 2B
If you cannot trade Hernandez, then he goes on the bench
Cutch is unlikely to be better than last season even when healthy; keep him in the LF rotation, but definitely give Haseley opportunities and/or find another vet who can provide some value there too
Franco and Herrera are gone in my view; I'd try to trade them for value, but likely not much unfortunately
I think you need to upgrade 3B, CF and the rotation with 2 reliable and healthy options. I keep everyone there except for VV. I've seen enough of that bad movie, time to cut hair.
Pen should be healthier next season hopefully; go with quantity and stop giving out multi year deals like candy
Segura at SS and Harper in RF stay put obviously