There is a pretty big amount being wagered on whether Trump will retain his presidency or not in Fairlay at the moment and these kind of bets are worth looking into, but lots of patience is required. I think Trump will retain his title.
By the way the idea on gambling on politics is good one and this can be applied on the gambling on the celebrities too. We can gamble like how much dollars the next Hollywood movie will do the business and this will be interesting betting option.
What you mentioned is already available on sites like Bodog. For example, you can vote for the actors that you think will win in the upcoming Primetime Emmy awards.