10 best undrafted NBA players of all time

Best undrafted NBA players of all-time: 8. Darrell Armstrong

1x NBA Sixth Man of the Year (1999), 1x NBA Most Improved Player (1999), 1x Cyprus Basketball Player of the Year (1994), 2x All-USBL First Team (1993, 1994)

After going undrafted, Armstrong had a successful four-year run outside of the NBA. He signed with the Atlanta Eagles in the United States Basketball League, and he was a first-team All-USBL selection twice. He then went overseas, playing for Pezoporikos Larnaca in Cyprus. He posted 32.0 points and 8.0 assists and was named the Cyprus Basketball Player of the Year.

Armstrong finally landed in the NBA in 1995. He signed with the Orlando Magic. Across his first two seasons, he appeared in only 16 total games. In 1998-99, he played an expanded role and made the most out of his opportunities. He averaged 13.8 points, 6.7 assists, and 2.2 steals. As a result, he became the only player in league history to win both Sixth Man of the Year and Most Improved Player in the same season. Behind Armstrong, Anfernee Hardaway, and Nick Anderson, the Magic finished with the third-best record in the Eastern Conference.

In 1999-00, he was inserted into the starting lineup and scored a career-high 16.2 points per game. For his career, he averaged double-digit points in six individual seasons and made the playoffs eight times.