I heard that there is a Midrash that says:
Before a person is born the Malachim suggest to HaShem different matches for each person and HaShem rejects each one until they suggest the correct Beshert.
Since Malachim are so Holy and their words so pure, we have to go out on a Shidduch with each name suggested until the one that Hashem agreed to. So each time we go out brings us closer to our really true intended partner in life.