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Commercial aircraft have to get IFR reservations? Back in '03, a buddy of mine and I took a Seminole there IFR and didn't do anything beyond simply file the flightplan. Weird...
Wierd indeed. Did your buddy make this flight during the winter months in a Seminole into Aspen, when the STMP program is in effect? If so, not smart, and doubtful, too.
The reservation slot system applies to everyone arriving under IFR. You really don't want to depend on being able to go in VFR during the winter months, even though weather can at times be excellent and clear VMC. Due to the traffic and the high useage of the field, VFR isn't a good idea in the winter months, and the traffic mangement is based on everyone participating.
You can read more about it at:
http://www.fly.faa.gov/estmp/index.html
Traditionally, the large fractional operators tend to hog up all the reservations as quickly as they can each day to ensure they can meet their passenger demands. Accordingly, get your slot as soon as able, else you may not make it there at all.