However, Lillard was added by the Bucks much later than expected, after their summer trade deadline had passed. Milwaukee had taken a number of steps to reinvest in Khris Middleton and Brook Lopez, their starting pitchers who were over thirty years old. It has been difficult to pay Middleton at least $93 million (worth up to $102.2 million with incentives) over three years since he hasn’t been able to see the floor much in the last several seasons. But for the most part of his six seasons with the team, Lopez has stayed the surprisingly resilient 3-and-D stretch five option. The Bucks signed minimal deals to acquire shooting guard Malik Beasley, who is already starting, and brought back reserve forward Jae Crowder.
By offloading Holiday and Grayson Allen late, Milwaukee sacrificed a ton of its perimeter defense to add an aging Lillard. The team also signed a first-time head coach, Adrian Griffin. The Lillard and Griffin additions seemed to inspire superstar Bucks power forward Giannis Antetokounmpo, who inked a three-year, $175.9 million contract extension in late October.
Griffin’s Coach of the Year case fell apart pretty quickly. The Bucks’ once-vaunted wing defense fell apart year-to-year, in large part because the club was starting Lillard and Malik Beasley, who aren’t exactly stopping anyone. Eventually, Milwaukee cut ties with Griffin in January, and brought in a longtime Eastern Conference head coaching titan in Doc Rivers, who seemed to have been enjoying his leisure time as a broadcaster and podcast with ESPN and The Ringer, respectively. Rivers instantly revamped the club’s point-of-attack defense (the addition of Rivers mainstay Patrick Beverley helped, too).