2) Not having ridden the Specialized Carve 29 HT prior to purchase.
3) My failed attempt to break the land speed record on a Raleigh Chopper in 1975, which resulted in a violent speed wobble that spat me off at 312 MPH (it seemed) and broke my leg. Next time I try I'll do it without a pillion. So, technically the regret is my Dad buying me a Chopper and not a ten speed racer, on which I'd have doubtless smashed the record.
A cheap 1990s MTB in the 1990s. I'd always had 'race bikes' before then, but thought the word 'mountain' in the title would make it easy up hills. It didn't. The bloody thing weighed a ton, and was horrible to ride.
Top tube bag, supposedly so I could reach for goodies whilst riding, but I find back pockets so much better.
Cheap shorts. The pad was in completely the wrong place. Actually I've had this problem with some not so cheap ones as well.
Cheap tools of any sort, particularly tyre levers.
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