Popa put it beautifully.
In the dating process, there can be a concept of beshert in a different way than we are accustomed to think.
Rabbi Miller answerd yes and yes. Hashem wanted him to have an option and make the right decision. His parents were unable to influence him since it was his test.. Hashem wants us to choose the right one, meaning: based upon what (we assume) Hashem wants us to do. We still have free will. Thats why we get schar for choosing the right [type of] person.