I would err on the kind side, sounds like you have an over-active BS enforcer? It all boils down to, "What do you want?" If you want to get a degree or a job or a raise in pay/promotion or meet more people, etc. you have to do stuff, there is no "kindness" involved. But if you make a mistake and call yourself names, etc. instead of just getting to the business of fixing the mistake, that doesn't do anything for anyone.

As far as sleeping in versus looking for a job though or going to class, etc., the asking yourself what you want helps me. But if I do choose to sleep in, I remind myself that it is always my choice and I accept responsibility for that. I'm not "bad" for sleeping in, I chose it and it's my life so what I do or do not do is always my choice and responsibility and all parts of me should accept that. Any part that is disappointed in my choice has the choice to "fix" it at any time they'd like So having one part beat up another part for BS just doesn't make sense since it isn't constructive. (However, if you like beating yourself up, that too is your choice :-)