I left the US on 9/1 while on OPT (I only planned on working for 8 months since I got accepted to a Canadian MA program). I am originally from Germany and I was in the US for 6 years before that (never left the country). There is a conference I would like to attend in Boston (I did my undergrad in NY) in November, and I can show that I am a student in Canada, I have an apartment, etc.
Do you think there will be any issues at the border (land crossing)? I know it all depends on the officer, but just wanted to get some opinions. Thank you!