In the manuals section, there is a writeup about installing a second caliper. It will be a big help.
Also, if you do decide to warm up the engine, make sure you get the head ported. if you don't, your money will be wasted. An 836 is nice to be sure and a cam is always good, but to really reap their benefits, a ported head is a must.
As for electronic ignitions, I use a dyna S and it has been excellent. however, if you put in money for the engine, I would do a dyna 2000 or the cyclex optical ignition or some other programmable ignition to make full use of what you got. The dyna S is a good STOCK replacement.
The ride IS the adventure. The destination is just to get gas!