You might cut the bine at the bottom a day or 2 before to make bine and leaves and cones dry alittle might make picking easier.
I cut off some bines the other day, and then had to leave town for a couple days. I found out that plucking the cones off a semi dried bine is a PITA, and much harder than normal green picking.
akr71, where are you located? Are there other small time growers in the area? Around here in western Colorado, some small time farmers are banding together and trying to set up a regional oast, as well as hop picking equipment that can be shared.
If you are in a dry climate, an uninsulated metal shed works really well as an oast.
+1 on lots of labor. I know a guy here that has 8 acres planted and he has been at picking for a couple weeks, some times with as many as 50 people picking. Plucking hop cones by hand is time intensive.