1.You need a bannister line. It makes it easier to leave your slip.
2. To return to your slip, come at it from downwind, rather than trying to enter the slip with the wind. In other words, pass your slip, turn around, and nose in with the nose into the wind. Use a boathook to loop a knotted springline loop over a cleat on the upwind finger, and power into your slip pivoting off the springline, then tiem off the aft dockline first.
I think this is what I was going to say. Tie or cleat your line midship on the starboard side and have crew walk to the bow. Then as you come down the fairway with the wind and turn into your slip, have the crew loop the line over a cleat at the end of the finger on your starboard side. The tension on the line should "swing" you into the slip up against the windward finger.