A fucking dating site is a gambling site. You can have both, so there you go.
As far as profitability, good luck with that one. I would think the market is saturated with dating sites. And straight-up gambling sites, too. I hear you can make a killing writing fake news articles, though. There's absolutely no barrier to entry on that one. [/s]
Have to agree with you. Start off with a dating site first and generate enough money to then invest in a gambling site. I'm gonna save this tip for myself actually.