This thesis is made up of three chapters that examine student choices in Canada's higher education system: student choice of major (Chapter 1), of courses (Chapter 2), and to continue in college/university (rather than drop out) (Chapter 3). Chapter 1 studies the gender enrolment gap in Science, Technology, Engineering, and Mathematics (STEM) programs in university. Conducting a survey at a leading Canadian university, I find that female students are more likely to underestimate their relative ranking than male students. In a follow-up randomized experiment, I provided treatment group students with information about their rankings and about expected future incomes for STEM and non-STEM majors. The treated students became 8.5 percentage poi...