I'm assuming the dude is a professional and is merely doing his job, like any woman shall assume her gynecologist is a professional doctor and not a peeping tom.
This question is kind of general. It depends on your niche market and luck. I do suggest you follow Seth Godin's blog as he gives a lot of insightful advice you can use as startup.
http://sethgodin.typepad.com/seths_blog/
Seth Godin makes his living by giving advice to others, rather than acting on it himself. I think it's better to solicit advice from the people who have succeeded in what you are trying to do.
Godin sold his startup to Yahoo. He is now 'acting on it with his bootstrapped 'user generated content'-startup Squidoo. I doubt as a millionaire he needs the revenue from his books and speaking gigs to make a living.
That's kind of the point. If you want to know what it takes to eke out a living from your web project, it's good to ask other people eking out a living from their web projects, rather than a very talented marketing guru who is a couple of decades removed from having to worry about that class of problem.
Not just LOLCAT, DailyWTF, etc. but also HN, Slashdot, etc. Not just I waste a lot of time reading the articles, I probably waste more on reading the comments... while keep delaying work at hand.
Plus using your logic you will not mind your daughter strip in a room full of random guys, hoping that will be the first and last encounter.
Meh, adult daughters can decide on their own anyway up to what levels they are willing to make themselves seen.