High School - Chemistry. I couldn't get higher than a C+, plus that was the only class where I failed the Regents exam (by a measly 4 points, ARGH!!!!).
College:
Calculus - All my academic life I got nothing but A's in math. Then came calculus and it made me feel like such a dummy. Took about 2 times to get it right with a C.
Finance
Law of Business Organizations
Law of Business Contracts
Accounting
Finance
Pretty much most of my courses during the first two years of college.