4. Landry Fields
Fields was a second-round pick by the Knicks in 2010, who immediately cracked the starting lineup and was a key rotation player on back-to-back playoff teams. The 6’7 wing entered free agency at 24 years in 2012. Most expected him to return to the Big Apple where he had become a fan favorite, but the Raptors came in with a massive offer sheet.
Toronto’s three-year contract worth $20 million was too much for the Knicks to match, but the Raptors quickly wished they had. Field’s production slipped in his second year in the Big Apple, and the drop off continued after he arrived in Toronto. His first year with the Raptors was his best as he averaged 4.7 points, 4.1 rebounds, and 1.2 assists in 20.3 minutes over 51 games.
Fields played just 107 games over the three years. A nerve issue cost him most of the time, and he is still dealing with (subscription required) it. The 6’7 wing’s jumper vanished and so did his playing career. Fields was just 26 years old when he played his final NBA game as he went from a promising prospect to out of the league over his three years with the Raptors.
Landry Fields is currently the general manager for the Atlanta Hawks, but the Toronto Raptors certainly regretted signing the restricted free agent back in 2012.