Phil Simmons: The former West Indian all-rounder also boasts of a solid coaching record. Most notable of his stints came when he coached Ireland for eight years, making him the longest serving coach in international cricket. Since he took charge in April 2007, the Irish quickly climbed up the ranks of the associate nations and their standing in world cricket grew immensely. Simmons' tenure lasted 224 matches, during which Ireland won 11 trophies and qualified for every major ICC event, also registering wins over the West Indies and England in World Cup events. After taking over the reins of West Indies coach, he led the team to World T20 triumph in 2016.