A few years ago, I had an NYT subscription. I had to cancel it for some reason, and the cancellation flow was some of the worst UX I've ever experienced. You ha

A few years ago, I had an NYT subscription. I had to cancel it for some reason, and the cancellation flow was some of the worst UX I've ever experienced. You had to actually live DM with some poor sod who was being paid to try to get you to change your mind like half a dozen times. It was worse than old GoDaddy upsells...worse than cancelling Photoshop (which, by the way, fyi, Adobe will drop price at least twice if you keep trying to cancel, cable-company-style) I would have resubscribed shortly thereafter if the cancellation flow had been good, or even just average. But because of how bad it was, I have never resubscribed, and most likely never will. Their cancellation UX cost them 5+ years of subscription revenue from me. Not only that but I go around telling people about how bad it was