While COVID-19 has devastating effects on aviation, several recent studies have highlighted the potential of the pandemic-induced break for rethinking air transportation, hopefully orchestrating changes towards the construction of a more pandemic-resilient aviation system. Here, pandemic-resilient means that aviation stakeholders can sustain the impact of an epidemic or pandemic outbreak through a more informed reallocation of their resources and more collaborative decision making, while being able to minimize the impacts of external events. Our study contributes to the literature by discussing the challenges associated with technological innovation and education of aviation professionals, on the way towards pandemic-resilient aviation. We discuss issues surrounding technologies for smarter aircraft, smarter airports, and smarter airlines. While technology ensures long-term competitiveness and sustainability, an often-ignored source of challenges are human resources and education. COVID-19 has uncovered and magnified the effects of severe concerns with the current aviation education system, which need to be solved by extended skill sets, modern technology, and better career perspectives. Without properly addressing these technological and educational challenges, the aviation industry likely misses an distinct opportunity for restructuring towards pandemic-resilient aviation.