Does it look bad if you transfer 3-4 times?

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I think there would need to be a satisfactory reason for why "you" transferred so many times, but it's not something that would automatically flag an applicant as problematic
 
I don't think so, you would just need to provide an adequate response when they ask.
 
Absolutely it would.
 
I attended 3 different undergrad schools, and I got 6 MD interview invites this cycle. Be prepared to answer why during interviews. I had good reasons (family, finances, etc) and my gpa was consistently over a 3.8 at every school. So I tried to turn it into a positive and say hey look I can succeed academically in any environment
 
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