Four over-educated slacker’s from Seattle lose at life and love, until Oscar meets the woman of his dreams.

There is no conflict in that carllord. The logline needs to show what is standing in the way of Oscar's goal.

The friends are important if they are the ones trying to break up Oscar and the girl he meets. From the previous attempt at a logline that was my impression of the story. (Unless I just misinterpreted the logline)

"When an academic slacker meets the woman of his dreams,
he attempts to overcome failing at life and love, before he losses her forever."

Its not important to include the allies, names or location. This will all come out in the script.

A simple logline will help you not get cluttered further down the screen writing road and also determine if you have a concise concept. : )