To be honest, it is very hard for anyone to determine the value of your bike.
I live down in Oregon.
Condition and location is everything...
Putting a new top end together is a good start but that does not give you a full rebuild... That is considered normal maintenance.
A solid full rebuild is going to run you 2000 and up.
Sure, the bike is a 2004 but all that means is it is 13 years old.
There could be a lot of life left depending on how it was maintained and how much it was ridden, or it could be a grenade.
To me, it depends on how much you trust your boss and how much he really knows about his bike and how it was rode..
Snow track usually means a lot of high winding riding.
A paddle tire generally means the same thing.
If the bike really is in good shape then yes, it's worth 2400 on the west coast.
If you do buy it, I would recommend that you disassemble the swing arm, shock linkage, wheels, and steering parts to clean, grease, or replace all the bearings.
I would also pop the pistons out of the brakes, clean the seals, polish the pistons, and bleed the brakes.
These are items that I see commonly ignored even by seasoned bike riders.
One thing for sure, you'll either love your boss or hate him