You know this conversation well, it comes when you want to make sure your significant other is on the same page as you, and you can safely say that this is a committed relationship.
If your product has a free trial, this is where the free trial should end, and if you got your customers to see the value in using your product they will be ready to pay.
If you don't have a free trial, this is the when your customers should be using your product consistently and often.
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