You're in a tough spot as you are rebuilding; shaping the roster to your preference. When you can, you want to squeeze wins - maybe sneak into post season play. Sometimes you just have to accept there is no line up that gives a realistic chance of winning. In those instances, you play for experience and growth.
As to your question, I put out my best line up that does what I want. Then I may tweak or adjust if there is an opportunity to get an advantage of the other teams line up.
But first priority,, do what you do best.