While mine isn't as personal as yours, I do have a somewhat similar dilemma at times. Since I teach pitching and hitting, occasionally one of my hitters will face one of my pitchers. On the one hand, you can say I can't lose in that matchup. On the other hand, one of them is going to lose the face-off and me along with them.
That's what pockets are for.
That's what pockets are for.