If he becomes their endorser he will gamble more because he is getting more money besides doing a concert and he will enjoy perks that Stake.com is going to offer, to make him play more and how will Stake.com help Drake overcome his gambling, will they offer him to take professional help and fund his healing session, it's like Stake.com helping Drake to dump them,
Remember part of the healing is dumping anything related to gambling and Stake is one of them.