I also dislike this business practice, but I don’t think the only way it comes about is from lack of confidence in product/service.

Let’s say you were building a startup and had to prioritize limited resources on everything that sucked about it. You’re talking to users, tracking various metrics, trying to get people to use it, and your backlog of things you wished you could do is 3+ years long.

You’d build easy sign up before you built easy canceling. Even if you were the least nefarious business owner in the history of the world, the ctime on your signup page would be older than that of the cancel page. Whether it would be 15 minutes, days, or months later is a question, but I doubt anyone has coded their cancel page first.