Pedzisa mutsara unotevera: Winkleman akapa purogiramu dzakawanda dzenguva huru. Muna 2007, akatora kubva kuna Cat Deeley semubati mukuru wenyaya yechitatu ye "Comic Relief Inoita Mukurumbira Academy", achibatana naPatrick Kielty. Akabatanidza mutambo wekutanga weEurovision Dance Contest 2007 pamwe naGraham Norton weBBC One munaGunyana wegore iroro uye zvakare muna
Gore ra2008. Iye co-akapa nzira yekusarudza yeUK yeEurovision Song Contest 2008 inonzi "", panguva ino ichiperekedzwa neEurovision stalwart Terry Wogan. Muna Kurume 2008, Winkleman akamutsidzira kudyidzana kwake naKielty apo vaviri vacho vakagamuchira gumbo rekupedzisira re "Sport Relief 2008".