re: Season 25 of the Challenge has begun (Light Spoilers; 10/19 update)

Well, he's a loser who still lives in his mom's house. Why would someone quasi-famous and successful in their field date a guy with no money and no real career path?

And before anyone tells me he is the ultimate leader in career earnings, keep in mind that is because most other good competitors quit long before they were 30 because they had real jobs (i.e. Landon). To be a regular, unless you're Wes and have a job that seems to make solid passive income, or Mark Long who seems to do well as the guy you hire if you can't afford Slater from Saved by the Bell to do hosting, you need to be a trainer, Z-list actor, waiter, bartender, or go on the "promotions" circuit, but the money on that stuff has dried out like crazy in the past 7 or 8 years, with the influx of reality stars from the VH-1 shows undercutting the hell out of everyone else.

The 30+ crowd these days consists of basically Bananas, CT, Paula, and Anneesa.