Igesund is a record-breaking coach in South Africa, having become the only man to coach four different top-flight teams to the Premier Soccer League championship. He first made his name when he led unfashionable coastal team Manning Rangers to the inaugural PSL title in the 1996/97 season. He followed this up in the 2000/01 season with another title, this time at the helm of Soweto giants Orlando Pirates. He proved his critics wrong the very next season, taking another unfashionable team, Cape Town’s Santos, to a surprise PSL title in 2001/02. But the nomadic Igesund was soon changing his allegiance again, this time moving to Ajax Cape Town, the satellite club of Dutch giants AFC Ajax. Igesund’s time with Ajax proved rather unsuccessful and he left the team at the end of the 2005/06 season. He then replaced Sundowns' co-coaches Miguel Gamondi and Neil Tovey. Igesund added to his record number of PSL titles leading Sundowns to a comfortable PSL win in 2007.