In 2017, Kyle Lowry signed his 3 year 100 million dollar contract to stay with the team. This offseason, Fred VanVleet and Lorenzo Brown returned to the team with new contracts. In 2019, Delon Wright will be a restricted free agent. Discussions on where he fits with the team will surely carry on to next year when Raptors management must decide on whether or not to bring him back.
The 2019 free agency class will feature Kyrie Irving, Kemba Walker, Goran Dragic, and Eric Bledsoe among others. There are a few all-star caliber point guards in this class that developing teams could attempt to sign, but most of those guards are looking to win now on a playoff contending team.