Good points on the Dive/Quality/WR side above.
Ask yourself the following questions:
1.) Do you work in the traditional business world where reputations matter? (Sales, Lawyer, Professional, Sr. Mgmt, etc)?
2.) IF you are ever called out, will it reflect negatively on you in above roles?
If your answers are NO/NO or YES/NO, go rep. If your answers are YES/YES, own at least one respectable, affordable gen, and reps for fun, or "off / non-important" days.
In my daily life, I have certain business affairs, that getting called out could in fact be a bad thing -or- there are times I do not want to appear "better off" than some co-workers, peers, clients. (I am probably paranoid, but some of it is out of respect)
In these economic times, the guy who can afford the Rolex (real or believable rep) may not fair as well as the guy with 2 kids and a 3rd on the way. It is discrimination, but believe me-- these discussions happen behind closed doors. Sometimes you need to fly under the radar.
Own both...