For the record, Win a Date with Tad Hamilton was not half as bad as I had thought it would be despite it being a typical sappy chick flick.
I believe this was attributed to the performances by Nathan Lane and Sean Hayes who each play a character named Richard Levy. According to the credits, to differentiate between the two one is known as Richard Levy the Shameless and the other is Richard Levy The Driven.
Quite odd if you ask me.

Let’s start a ‘Win a Date with Matt Sagen’ site…and the lucky girl gets to vacation in Coronado Island, down in San Diego. Of course she’ll have to fit into a footlocker in Matt’s room on base…which leaves us with the extreme possibility of a blow-up date???