What Damian Lillard would also bring is a direction. Pascal Siakam can be a free agent next offseason. They just let Fred Vanvleet walk for nothing and replaced him with a downgrade in Dennis Schroder after trading a first-round pick at the trade deadline for Jakob Poeltl. With Lillard, Toronto can re-sign Siakam and compete for the next three-to-four years and then hand the reigns to Scottie Barnes after. And with a young star like Barnes in tow, their odds of completely bottoming out are less than a typical all-in team. Sounds like a good deal.