#10: Darrell Armstrong
Throughout the history of the Orlando Magic, fans have shown extra appreciation for role players who put their passion into every play and team pride above their own ego. Darrell Armstrong, an undrafted guard out of Fayetteville State University, became one of the most beloved players in Orlando Magic history. During the mid-to-late 1990’s, point guard Darrel Armstong epitomized the “Heart and Hustle” slogan that the team earned, particularly Chuck Daly was the head coach from 1997 to 1999. Armstrong showed the grit and determination that Daly’s guards showed in Detroit during the “Bad Boys” era when the Pistons won consecutive championships.
Armstrong joined the Magic in the 1994-95 season. Utilized primarily as a backup for Penny Hardaway. Armstrong steadily earned more minutes as the season progressed. His tenacious defense, electrifying speed, and knack for making big plays kept him a fan favorite throughout his tenure in Orlando, which concluded in 2003.
Armstrong’s breakout season came in 1998–99, when he averaged 13.8 points, 6.7 assists, and 2.2 steals per game, earning him both the NBA’s Most Improved Player and Sixth Man of the Year awards—a rare and historic double honor. Known for his relentless energy, Armstrong was a fan favorite for his hustle plays, diving for loose balls, and fearless drives to the basket.
At 6’1″, Armstrong played with an underdog mentality, often providing the emotional spark for the team. His contributions were instrumental during the Magic’s transition era post-Shaquille O’Neal. He consistently provided leadership and production, averaging double-digit points for five consecutive seasons.
Though Armstrong left Orlando in 2003, his legacy endures as one of the franchise’s all-time greats. His jersey, number 10, symbolizes his heart and commitment to the Magic.
