[MENTION=345426]thepetester[/MENTION] Dude, if your chains jam up like that something is wrong for sure. Either your derailleurs are misadjusted, or your chain needs cleaning and lubing. Probably both. Serious and comprehensive chain cleaning and care will enhance your enjoyment of the ride. I consider it a daily chore before I ride.

As far as the absolute necessary gear to take, I am still learning myself, so I can't truly comment on that. Aside from the basic necessities (tent/sleeping bag/water/etc), I'll be carrying my iPhone and a Garmin inReach Explorer on my Tour Divide trip next June.