Not as bad as this is just a statement that qualifies value based on what is lost instead of what it’s worth to the individual gambler.
Drakes  gambling habit is a common gist on the web and having to lose on the right man as stated isn’t exactly what it is. He gambled against a different market to benefits from the leveraged odds and as such, lost.

I wouldn’t think about it very much as this doesn’t mean a lot to the rapper, just a show and his back on track, ready yo gamble yet again. Drake is keeping the gambling spirit alive for most users and has become a sensation for most. Big wins and big loses, the Drake’s course.