To heighten the intellectual challenge in Olympiad selection tests, we formulate problems that require more than mere memorization of facts. This cultivates critical thinking abilities, preparing participants for challenges beyond the Olympiad. I explore one of such problems on the Doppler effect in sound—an applied concept in engineering, medicine, and research. While textbook problems often assess the Doppler formula straightforwardly, our design compels students to extract data solely from a graph, demanding analytical and problem-solving skills. Additionally, I demonstrate determining the Doppler shift through a smartphone-based experiment, offering a practical application of theoretical knowledge.