During his time as GM, Grant was responsible for several significant moves that shaped the Cavaliers' roster. In 2011, he selected Kyrie Irving with the first overall pick in the NBA Draft, a decision that would prove instrumental in the team's future success. Irving went on to become a six-time All-Star and played a key role in the Cavaliers' 2016 NBA Championship win.
In addition to Irving, Grant also drafted Tristan Thompson, Dion Waiters, and Anthony Bennett with top-four picks. While Thompson became a solid contributor for the Cavaliers, Waiters and Bennett were less successful, with Bennett often being cited as one of the biggest draft busts in NBA history.
Grant's tenure as GM was also marked by a series of trades designed to rebuild the Cavaliers after the departure of LeBron James in 2010. These included acquiring future All-Star Kevin Love and several other key players. However, despite these moves, the team struggled to find consistent success during Grant's time as GM.
In February 2014, following a disappointing start to the season, Grant was fired from his position as GM. His departure came amidst criticism of his draft decisions and the team's overall performance. Despite this, his tenure was not without its successes, and his decision to draft Irving and trade for Love played a significant role in the Cavaliers' future achievements.
After leaving the Cavaliers, Grant took a step back from the NBA, but remained involved in basketball. In 2017, he joined the San Francisco-based sports tech venture capital firm, Causeway Media Partners, as a Venture Partner. In this role, he uses his extensive basketball knowledge and experience to identify and evaluate potential investment opportunities in the sports technology sector.
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