This episode of the edspective podcast, Drs. Bigham and Myracle discuss school grade retention and what options should be available given the current COVID pandemic given the challenges with technology and shifting the curriculum online. One of the primary reasons why districts and states suspended assessment, some schools were unable to change to online learning or how long the virus was going to stay around during the spring. Now we are entering the 2019-2020 school year, COVID appears to be here to stay. Yet, schools may determine some students are behind and could be held back. We discuss how those decisions might impact students and schools if not carefully documented. However, we consider most schools did not retain students within the same grade. Drs. Bigham and Myracle interview the podcast producer Dr. Silver regarding his experiences and how he would react if the school system were to hold Dr. Silver’s son back in school.