Our aim in this invited commentary is to stimulate discussion among sport psychology researchers and practitioners regarding the unique developmental challenges and possibilities that Olympic and Paralympic athletes are undergoing during their final–extended year of the Tokyo 2020 quadrenium. We begin the commentary with COVID-19 pandemic (C-19) context setting, proceed with discussing transitional and holistic perspectives on athletes’ Olympic/Paralympic journey, outline three potential pathway scenarios and “C-19 as a possibility-provider” coping (meta-) scenario for Olympic/Paralympic athletes, and finalise our commentary with a summary of messages intended to invite further discussion and collaboration. © 2020 The Author(s). Published by Informa UK Limited, trading as Taylor & Francis Group.