background: I currently ride 10 miles/week day, 10-30 miles each weekend on a Diamondback mountain bike "oldish" (unknown age/make - freecycle find)... It weighs about 45 pounds unloaded, and I haul 5-25# of "stuff" around on it for most of those miles, sometimes as much as 50 but that's rare. I've had some issues with the rear derailleur that have settled down lately, and the brakes need to be replaced, but none of that has been a show stopper.
Problem: (incorrect vocabulary follows - I apologize) This morning, I was attempting to shift from 2-3 (it's got 3) on the front gear with the rear gear at 5 (it's got 7), I was moving a decent speed, but the chain just got stuck and jammed. I tried again, shifting down to 2 then back to 3, repeated fail. Then I was idiotic (it was 5AM!) and pushed harder on the pedals to force it. Very strange sounds emanated, I shifted back down to 2 on front, and weird as hell sounds continued at 1R with the rear wheel. Pulled in to a parkinglot to diagnose. Rear wheel appears out of true, and a spoke is broken off at the hub. I believe only one is broken. I swore, gently poked at unrelated metal bits while debating how to get to work, then continued via that bike the remaining 6 miles to my car (home was 2 miles away, but no car there, car's at work). Funny, the sounds kind of stopped and it rode like "normal" pretty much immediately. So I have no idea how long this spoke has been broken, or if there was a real problem with the front derailleur (neither initial problem nor horrid sounds happened again). The wheel has not magically trued itself, but no longer rubs the un-actuated rim brake every turn.
In May I had this thing in to Dirty Harry's and said "Please repair/replace *List* that doesn't work, and in general could you give the whole thing a check up and just replace anything that needs it or is about to go, I need a reliable commuting/grocery bike." They said they'd look, but didn't touch beyond my list (via receipt, they may have tinkered but not charged, I don't know). It's been back every two weeks or so since for adjustments of various sorts, mostly derailleur stuff. They're awesome and everything has been free after the initial tune-up, but I'm finding that things are going afoul a little less than a week after I take it in (I give it a few days for the gremlins to leave on their own before I roll down the hill to the shop for the professional exorcism)
Anybody have a more educated guess as to how much of this mess is:
1) it's an old POS bike, or
2) I don't know what I'm doing and somehow breaking it by riding it wrong or not tightening an unknown widget every time I ride.
I asked the guys at DH's, and though they're in the business of fixing broken things AND selling new things, they said it would be fine for what I'm doing. This isn't my definition of fine. Is this normal? The last bike I had I rode only in dirt (there were no roads), never did anything to it for a year and it was fantastic (and then stolen). Is that the difference between OLD and NEW for bikes?