This is a millionaire. He was already rich leaving Givenchy. He probably had an insane contract at Burberry and left richer.
Designers have in general a much more « down to earth » lifestyle than all the celebrities they are dressing or hanging around with.
He can do whatever he wants and live off his savings. Head hunters are in constant contact with designers are high-profile talents in fashion. The fashion industry in Europe is quite a small world still so at this level, he can be in contact with anyone and particularly, executives.
It’s about relationships and reputation. That will determine the level of support you can receive from your « scene ».