For this particular experiment, regardless of phrasing, I think the guys with the most appetite for risk have to be Cloudflare. They're shipping at an astonishing pace but I think there have been far more outages than there were before in jgc era. Perhaps Anthropic's application side teams are faster and more cowboy[0] but they are super AI-native so that makes sense.
0: I think this is the eras cowboys win so they're (unsurprisingly) smart about doing this
0: I think this is the eras cowboys win so they're (unsurprisingly) smart about doing this