The mid-2010 Toronto Raptors had nightmares about LeBron James. From 2016-2018, Toronto matched up with Bron and the Cavs in three straight postseasons. In 2016, the Raptors advanced to their first-ever conference finals in franchise history. Unfortunately, the organization's crowning achievement ended in six games, before LeBron & Co. went on to win Cleveland’s first-ever NBA title. Although Toronto lost the series in six, they had plenty of positives to take away. Experts viewed the Raptors as a team ahead of schedule, thankful to find themselves deep in the postseason.