The Box-Toppers All-Star teams for 2014-19 consist of the best players over the past six seasons, which includes seven of the 27 players who are also on Box-Toppers 2018-19 All-Star teams.

Also, among the 27 players on the teams, there are eight players who are on Box-Toppers 2019 All-Star teams and six who are on All-Star teams over all three time spans—for 2019, for 2018-19 and for 2014-19. Leading the 2014-19 All-Stars is Nationals pitcher Max Scherzer, who ranks first in Box-Toppers points over that six-season period with 134.3.