1. sounds like you need to save up and buy some wheels.
2. "I never try to wake anyone any up, I tell them the night before what time I am leaving and just go."
Word to that.
I have a list of about 30 work folks and then 15 misc. non-work friends that all claim to ski or board.
I routinely send out an "Urgent" email detailing my ski plans for a particular week (usually this is sent out every Tuesday notifying the list that I'm headed to Tahoe and if anybody wants to roll they're more than welcome to join me and crash at my cabin).
In 3 years of having the list a grand total of 5 people have taken me up on the offer.
I just send the list out regardless, never expecting anybody to go. If somebody pipes up, cool.
The funny thing is that last season most of these folks wouldn't go because they kept hearing how sh@tty the conditions were. They were all blown away that I got 40 days in because of this. I kept telling 'em, would you rather sit around San Francisco in the rain or hit the slopes for fair to midland riding, at the very least getting out of the City for a weekend.
Tell 'em and attempt to fire them up enough to rally. If they don't rally, screw 'em.
Besides, your friend should be core enough to get hammered and still get up the next morning in time for first chair.