I have been fortunate - no 110 problems other than heat. I had planned to add true duals stage 1 and race tune it anyway so that took care of that and if I had not done those adds expect it would be fried at some point.
Rode Deals Gap with some Beemers a while back. They had me lead. Kinda surreal - they never wanted to pass or anything. I left 1/2 of the rubber from my rear tire on that road as best I remember. 
Exellent taste in music Bro! Whipping Post/FE album. Eat a Peach alone blew out at least 8 car stereo speakers.
On the Bose headset - unless Bose offerrs one, I have 'cut the way more expensive than I figured wires fear' & so far cannot overcome it. 
But I am looking at MP3 players, to join in with the rest of the 21st century.......
I've got an MP3 disc in the HK player that stays there. Two versions of Whippin' Post, all of the FE album, most of Eat a Peach, and other assorted collections from first album and Idelwild South. Dreams is one of all time favorite songs. Did you know they all lived near G'burg for a while when they cut the first album. Remember the inside of the album (I KNOW you've use it a few times to separate things) cover with them sitting in the creek?
That disc has about 100 songs on it, and the Garmin has another 80 or so. With the XM to go with it, I rarely have to listen to commercial chit.