So I was planning on buying the $1800 13 inch mbp in October for school and casual. Do you think I should wait till October 21st before I buy?
See here: https://buyersguide.macrumors.com//#Retina_MacBook_Pro
It's rather unlikely anything will happen to MacbookPros on October 21st, so I think you will just wait for 1 month, pay the same price for the same machine, and you will not be able to enjoy it until then.