Instruments designed to track student changes in higher education are essential for monitoring program development in competitive higher education markets. As part of a developmental evaluation, a student questionnaire was developed and piloted to examine attrition rates in college programs. The purpose of the questionnaire was to explore factors influencing students' decisions to leave college programs prior to completing their studies. Three factors believed to influence students' decisions to withdraw from programs were related to wellness, finances, and the overall college experience. A survey consisting of 20 items was piloted with 30 individuals who imagined they made the decision to leave a college program. This pilot study provided an overview of the changing Canadian post-secondary enrolment landscape, instrument enhancement, and procedures for analysis followed by ideas for implementing the questionnaire.