Well I defer to your experience @marvin100 , but I can’t help but think that a student taking the test twice and getting high scores is preferable to the student who takes it four times and superscores to a very high number. That would seem indicative to me that a student has had extensive (and expensive) tutoring. Now, I do admit that your context is perhaps a little different, because I know you work with students for whom English is not the first language. I imagine that repeated testing might make a big difference, especially in the verbal,sections. Is that a fair thing to say?
Pretend I am an ad officer at a top college. Do I want the kid who took the test twice and did well, or the kid who took the test four times and finally managed to get scores in the 98th percentile? Do I want the kid who took the test twice and was done, or the kid who obsessively took the test numerous times when he/she could have been spending that time studying for other tests, doing school work, doing ECs, finishing up essays, etc…
I have seen plenty of senior CC posters say that colleges that accept superscores really don’t care, but I am not totally sure. There is no way of knowing how many kids were accepted based on a couple of tests versus kids who were accepted based on more than two tests, but I would bet the number accepted based on fewer test scores is higher. And of course, I am talking about colleges that want to see all scores from all tests, which aren’t that many.