It will probably end up being boring FakeSydePhil like at the Twitchcon event/when some rando Twitch person was in his chat. There are a few differences though which may potentially lead to something, but I wouldn't get my hopes up too much. I think the biggest one is him doing it on his second stream, which usually has lower numbers. Someone mentioned before you need to have a certain amount of views for the bounty to count. It wasn't insanely high, but I believe you had to maintain them throughout the whole stream, so if Phil is just quietly pretending to enjoy the game, the view count may dip below the required number for the bounty, which might cause him to drop the fake act to beg for views. It seems like Phil has kind of accepted this might happen based on his tweets though, which seems to be his "logic" for making it the second stream, but eh, he has a giant ego, but you never know.
I'm kind of curious to see if chat ends up being a wild card. I have no idea how the bounty system works, but someone mentioned you have to send the archived replay, with chat included. I'm sure they have some system in place for generic trolls and what not, but Phil's chat can get pretty toxic.