Hi Chuck,
Don't despair! Once you get things running, it will all become second nature. It is only the first 50 years that give you trouble!!
Alex has given you some sound advise. I would especially concur with his suggestion that you do it first in daylight! It is a LOT easier when you can see what is going on!
One thing you might consider would be to get an older laptop that has both serial and USB ports. Personally I have never had much success with the USB-serial adapters. You should be able to find one for around $200 or so and it may well work much better, particularly from telescope control with an older version of "The Sky", than using USB. This is what I use even with version 6 of "The Sky" and it works just fine. There are also no issues with trying to communicate with both camera and telescope over the one USB port.
Cheers,
Maurice