So you know how I feel if I walk into my shop with a lot of reclaimed painted wood and offcuts. My OCD would want everything square and trimmed, but my logic tells me that planning everything square and true without a plan and cutting it to length and width first is a waste of time and material5 1/2 and a 220 block would be my desert island choice.
I see you are planing long timbers. Are you "dimensioning" long timbers for stock?
This isn't how it's done. Nobody "dimensions" anything with a plane until it has been sawn to length and width according to your cutting list taken from your design drawing.
A lot of people make this mistake, having bought PAR ("planed all round") in timber yards, but in a small workshop you don't prepare PAR. You don't plane anything until it has been reduced/sawn to component size for whatever you are making.
It's much easier and you get better yield with much less waste.