My grandson and I did tech support for a big cross state ride in the middle 90's.
The most common technical issue, as you might expect, was flat tires.
The second most common problem was broken spokes. I suspect that's less common than it was then but I think it's still probably a fairly common issue.
The third most common problem was trashed bottom brackets. Since that time I suspect that sealed cartridge bottom brackets have greatly reduced that occurrence.
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My greatest fear is all of my kids standing around my coffin and talking about "how sensible" dad was.