Like many courses today, tree encroachment, green shrinkage and erosion of bunkers had taken its toll on Flossmoor by the time of its centennial celebration in 1999. Recognizing the need to recapture its former glory, the Club engaged Ray Hearn in 2006 to develop a long-term master plan. The work completed in 2008 includes a brand new par 3 13th (replacing a hole many have cited as a weak link of the course) and a newly located green perched perilously close to a pond on the long par 4 8th. Both greens are surrounded by closely mown chipping areas, which add to the options around the greens. This feature has been combined with a program of green expansion on several other holes, including the 7th. An intriguing example of green expansion took place on the 12th, where the green was extended out to the mounds surrounding the green.