i think good fits are quite important for shepherding relationships.
as in, i believe that the heart of loving a sheep is more important than skills, but beyond that, the personality and spiritual giftings of each person plays a part as well.
and to help someone grow, a good fit is important. skills are important too, that's why we continue to learn and grow as well.
i guess shepherding is an area i feel a lot for. lol. people matter so much to God.