I think that eyesurgeon is largely correct on the matter, although the above scenarios provide exceptions to the rule.
On the whole, if you are high profile and make bucks, even a poorly done rep. will be 100% convincing.
On the other hand, if you look like a scrub, then people may question your 25K watch (unless your a drug dealer).
So, either be rich or tell people that you are a drug dealer and you'll be fine...just buy the 60 dollar reps.