If I'm on a waitlist, what are the odds that I can transfer to that school in one year if I don't take a gap year but instead start at a different school?

Having spent almost a decade providing student services at a college administration, I have a deep understanding of the student transfer process.  In most cases, it can be a very difficult endeavor because of some restrictions imposed on transfer students by many colleges and universities.

While I agree with you it is possible to skip the waitlist and attend another school to transfer later,  I must also caution you that there maybe restrictions to the transfer process to some degree.  

I am confident that I can help you navigate this process.  Please give me a call and we can discuss a strategy for your success.