At 225-230lbs usually, I've been riding old Mavic Ksyrium SLs for years reliably and happily; this past season on a pair of Ksyrium Equipe S wheels ($500 including very nice Mavic Yksion Comp tires and tubes) flawlessly. Velocity built 32 hole Aerohead/Aeroheat OCs are found in two sets in the garage, on two different bikes, where they've been for a few years.
The only truly crappy wheelset I've had was one that I built myself years ago, though I did have a pair of Bontrager Select wheels of '01/'02 vintage that were very dull (and which the Velocitys replaced).
I've never had to worry about wheel failures *knock on wood* aside from a few broken spoke episodes on a cheap 36 spoke set on a Diamond Back road bike I had in the early '90s, when ironically, I weighed less, nor have I had any performance issues to date, like flexibility, again, *knock on wood*.
I do ride with diaphanous elegance, however, so YMMV, of course.