Just to add something : it's not really a matter of level 4 or not. Advantages to improve our %to hit will be used during the 80+ hours and you won't have better choices than the actual jump/disengage and highground.
I don't know 5E but I suppose those who do know what higher level stuff will available. Maybe there will be a magic item that just passively gives advantage, that's probably what it would take to make me not jump constantly

Setting up dipping on every encounter might be interesting or horribly tedious. Maybe I'll try it on a 2nd run and see if I grow to hate it haha.