[tomlor]

That's a slick idea and one you could actually execute with some amount of success today. The basic idea would be that you could sign up for an advertiser account on a DSP (Demand Side Platform), create a retargeting audience, cookie your own web browser cache to place yourself in your retargeting audience, and then buy ads against that audience - ie yourself.

That would be essentially the same thing this guy did to his roommate: http://mysocialsherpa.com/the-ultimate-retaliation-pranking-...