I’ve only been sailing a few years, but I racked up about 500nm of racing this summer. I’ve only been in these situations a few times, but had a ton of confidence in the boat and the skipper. It’s honestly a ton of fun, and feels more dangerous than it is, since the boats are (supposed to be) designed to handle this. That said, I keep the family away from this sort of thing, and take them out on our family friendly coastal cruiser for more leisurely sails.
In order to enter e.g. the Newport-Bermuda race you need a minimum stability rating of 115. IIRC Bayesian's angle of vanishing stability was 75° keel up, and the vents started taking on dangerous amounts of water at 45°. That's not a boat I'd ever feel safe on! The skiing analogy would be like every single run is maximum consequence.
