It's not Omar that's the problem, its the sister. It's pretty clear where her sympathies lie and her actions suggest she's provided aid and support to terrorists. On top of that, the sister could act as a go-between for their mother, who should be dancing at the end of a rope for treason. Let's be honest, the Five Eyes will be watching this whole family for the rest of their days, and likely down through the next generation of Khadr children (as they should). so the conditions placed on Khadr seem more like a stunt to assure voters "we're taking this seriously".

For Omar Khadr though, sure he's paid his debt and kept his nose clean since, but if he was really serious about restarting his life and turning away from his old life, I don't think its smart for him personally to associate with people - family or not who haven't given up terrorism. It's like an addict in recovery hanging around a crack house.