I know that this thread is very old, but I just found it now.
The Michtav MeEliyohu says that there is no point in agonising overly regarding any decisions we have to make – Hashem will give us siyata dishmaya to make the right choice. That is possibly part of the reasons why many chassidishes or Israelis (and even Europeans!) don’t feel it is necessary to go out on a large number of dates – if it is bashert it will happen, otherwise it won’t.