Difficulty on a scale of 1-10 is probably about a 15.
The entire 15' run needs to be cooled and insulated up to your dispensing point to reduce/minimize foam. I don't mean to smash your idea, but cooling a 15' run with a blower is almost impossible. The run must be very insulated so it doesn't lose any cold air. Plus, I doubt your kegerator was designed to cool the added 15' of space. You will be working the fridge to death. Next problem is getting the warmer return air back into the box. You mentioned that the line must go down through a crawl space and out a vent. You need to minimize the amount of 90degree bends if you go this route. You may want to look into a water or glycol cooling system if you are really set on doing this, because air alone probably wont get the job done. You may end up asking your guests if the would like a shot of beer with their foam.
Some of the others with water cooling experience may chime in, as I have not had any experience with this.
(the things we go through for cold beer......

)