-Ditch the extrawheel, just use front/rear panniers. If you can't fit everything you need in 4 panniers, a handlebar bag, and your tent/sleeping bag on top of the rear rack, you are carrying too much stuff. Leave things you think you might need at home, only take things you know you will need, make them all do double-duty, and you can always buy stuff or have it mailed to you along the way. You don't need your laptop, by the way, not that you said anything about that.
-The gearing is not low enough, you can put a 26 tooth front ring on as well without doing any other changes, and that will help a lot. Better to get a MTB crank if you can - easy swap out, no need to change any of the rest of the drive train.
- bike shorts w/ pad + legwarmers or tights to wear over. Make sure to bring long fingered gloves, a warm upper body layer, real rain gear, and a warm hat you can put under your helmet.
-you are crossing the rockies in october with a summer weight down bag, and then heading out into the high desert.... uh... bring a credit card so you can sleep in hotels, you're gonna freeze. YOu might want to check your route for ski areas, just for giggles.
-plan the next day's destination/camping spot each night, not all in advance. Resources: Forest service /ranger stations, tourist information booths (=chamber of commerce), ask locals, AAA map/campbook, adventure cycling maps, internet, GPS.
-50 miles/day sounds just fine, your condition sounds just fine, just remember to start slow (30-40 m/d) and build up, and if you are feeling crappy it's probably because you need to rest, so rest before you make yourself sick from being too tired.
-you are too late to cross the rockies already with any degree of reliability. For example, winter road closure of Trail Ridge Road usually happens in mid-october. You should make alternate route plans or be willing to hitchike or something, in case winter happens.
- don't forget that fall/winter touring means short daylight hours, you are gonna have to hustle in the morning to make sure you have enough daylight to get to your destination. Bring real lights.
- a month is way too short, if you go 350/week, 1900 is 5.4 weeks, and that's 6 days/week at 58/day.
I really don't mean this to be as negative as it sounds, just make sure you know what you are getting yourself into.
If you are flexible about your route but not your timing, I would suggest changing your route to the Pacific Coast, Seattle to San Diego or some chunk of it. You don't get to ride out your door, but you will follow the better weather south, there are lots of services, towns are close together, there is a great deal of information (adventure cycling, "Bicycling the Pacific Coast" by Kirkendall & Spring, the scencery is breathtaking. Your summer weight gear will keep you happier there, too.
WHatever you, enjoy your tour!!!