In life you have to play the long game. And Mr Peter Schiff is doing so. He's a renowned Bitcoin critic yet at the back of his mind, he has to have some Bitcoin incase he is wrong and Bitcoin wins. Well, Bitcoin is already winning obviously from his tweet without mentioning Trump's stance on Bitcoin and it's effect already. I find the people who are donating to him and interesting set because what is their reason for donating to someone who has literally being against Bitcoin for many years?
People who donated probably want Peter to experience Bitcoin ownership. Just like Justin Sun gave BTC to Warren Buffet. But this is likely just a Birthday gift to Peter. Sadly these guys just knew what they want and they are heavily invested in Gold.
Peter though has a son who have been into Bitcoin for a long time. At least his son isn't as hard headed like his father, his son knew the future could be different.