Re: Seems kind of complicated
Agreed.
I assume he didn't want to have to share the ad revenue with the real ad slinging networks (like Google) that would have been actually needed to deliver the ads to real web pages. So, the cost of renting all those servers and IP addresses must have been cheaper than the cut Google et al would have taken.
Still as @Ace2 commented, he could have made more money being legit - maybe it would have taken longer, but, at least, he wouldn't be looking at prison.