He can, but I believe that he just advertise his ico, or he just have some connections with that ico.
Headline and topic are not connected, probably fair bet with a friend and lottery, he just disguised his intentions.
I wanted to play some games in money with people from here, but that always ended in the same way, people always are suspicious that someone will use bots for playing, like bots for chess, poker, yazee, and some other games. Any attempt to try to play this games with other members from here failed. The best gamble with friends is live play, face to face with cards in front of you and placed bets on a side, in that way nobody can cheat and use help of programs.
No connection to the lottery, but it gave me an idea for a 50/50 bet, as well as smaller giveaway purposes, real live rng, testing strategies, etc. Not sure how I disguised my intentions, but I'll know not to mention or describe other ico in any way in gambling discussions.
On the topic of live games, you can just play someone live over skype in games like chess or checkers if its set up right and you can see their hands and the board, just duplicate each other moves, I probably wouldn't do it for money though especially with strangers. That's what I like about games with complete information, you can play chess with someone on separate islands as long as you can send the moves over via a light, flashlight, etc.