Bobby Williamson was Kilmarnock manager between 1996 and 2002 and guided the club to their first silverware in 32 years, winning the Scottish Cup in 1997.
From his Wikipedia:
Williamson played as a striker for Clydebank, Rangers, West Bromwich Albion, Rotherham United and Kilmarnock. He then became a manager at Kilmarnock, winning the 1996–97 Scottish Cup.
Williamson moved to Hibernian in 2002, but had less success there and left in 2004 to manage Plymouth Argyle. He was sacked by Argyle after just over a year in charge. After a short stint with Chester City, Williamson became manager of the Uganda national football team.
After a spell with Kenyan Premier League club Gor Mahia during which he won the league title, Williamson was appointed as the manager of Kenya national football team.
Williamson became the manager of Kilmarnock following the departure of Alex Totten. In his first season as manager, the club won the 1997 Scottish Cup Final by beating Falkirk 1–0 at Ibrox. Kilmarnock finished highly in the Scottish Premier League and he guided them into Europe, playing a total of four two-legged ties over three seasons. He also attracted high profile players including former Scotland internationals Ally McCoist and Ian Durrant, and the former French international Christophe Cocard.