For the sake of a set of bags and a windshield, both of which can be quick detachable, you can stay with your own bike! Stop being precious about it and get over what it looks like when in 'working' mode, as you can ensure it still looks good when in 'leisure' mode, including changing seats if you prefer. Harley used to make a Dyna 'Convertible', which was designed exactly for that dual role.

 

I agree with a lot of above - sell yours privately but craigs list may not be your best bet - don't fall for the "I'll sell your bike for $300" scam! I've had success with ebay 'local classifieds' - free within 200 miles, which is all anyone would travel realistically for that kind of bike. nadaguides also says your bike is worth between $5,920 and $7,790. I'd get the newest touring bike you can for that price - road kings are probably less expensive than electra glides but you give up the radio. I'm also in the 'no test rides' camp. good luck with your new job and new bike...

 

mkguitar and grbrown probably gave the most practical advice. I've been looking at saddlebags since I first wrote this thread, looked at them on my uncle's Shovelhead LowRider, and almost had myself talked into some from Bad G Customs, then I looked at how clean the lines are with the solo seat and nothing hanging off the fender, and backed off the bags again. I know that they're practical, but bags on a Dyna just remind me of fender skirts on an old Mustang - you can get them and put them on it, but it just doesn't look right...to me. The way bags cover the rear wheel, they give a fender skirt visual effect to me, and I just can't get past it yet. I like the looks of bags on the touring bikes ok since they came that way.
I'm still trying to work it all out - probably will wind up shutting up, getting a swing arm bag and a tool bag and going with less in the name of vanity. I put the bike up for sale, but not optimistic. Joe12K, that is a great-looking FXS.

 

Choices choices.

Option 1.Keep the Dyna and get some shocks and a set of Leather Pro's T Sport bags.
http://leatherpros.com/website1_003.htm

Option 2. Sell the Dyna and get a bagger. Option will cost more any way you toss it. I have had a Dyna (FXDXT) , a softail, sporty and several baggers. I prefer the bagger but it is bigger and heavier. I enjoy the stereo, tour pack, and ultimate comfort on the road although the Dyna handled much better. I msut be getting older...