Each student faces the challenge of choosing a study program that matches his or her vocational interest. A good person-environment fit (PE fit) between student and study program influences study success and persistence, prerequisites to obtaining the desired degree. But which criterion should be used when presenting advice sets of study options to orient students toward study programs that match their vocational interests? And how long should such a list of study options be? Moving beyond existing, non-evidence-based approaches, the present study sets out to develop an empirical advice set engine (EASE) to optimize the process of matching future students to fitting study options. Compared to existing, non-evidence-based alternatives, EASE shows a better balance between the number and PE fit of the options presented. EASE may be a promising way to rethink how student PE fit information can be used in student orientation and higher education research.