Most of the housing across Dover and the surrounding service area went up between 1938 and 2008, with the heaviest building in the 1980s and 90s, spread across nineteen named communities from Highland Acres out to Townsend. That matters because the track hardware on a door is only as good as the bracket spacing and roller type the builder spec'd at the time, and a lot of that stock is still original.
Dover sits in a cold-severe climate band. Steel contracts in hard cold, and a track that was bolted plumb in August can be a sixteenth of an inch out of true by February. On a door with original rollers from a house built thirty or forty years ago, that small shift is enough to walk a roller out of the track channel, especially on the first cold snap after a summer of humidity swelling the wood jamb it's fastened to.
Newer builds in the area handle this better because the track brackets and nylon rollers that became standard after the 1990s tolerate more movement before they let go. Older hardware doesn't flex the same way - it just comes off the rail.