All aspects of medical education were affected by the Novel Coronavirus Infectious Disease-19 (COVID-19) pandemic. Several challenges were experienced by trainees and programs alike due to the economic repercussions of the pandemic, how social distancing affected the delivery of medical education, testing and interviewing, how the surge of patients affected redeployment of personnel, potential compromise in core training and the overall impact on the wellness and mental health of trainees and educators. The ability of medical teams and researchers to peer review, conduct clinical research and keep up with literature was similarly challenged by the rapid growth in peer-review and pre-print literature. We review these challenges and share strategies that institutions, educators and learners adopted, adapted and developed to provide quality education during these unprecedented times.