Maybe uncertainty makes you nervous, [...]. Then either I'm weakly money pumping you [...], or I'm objectively granting you the removal of your worry as a service. Most people at the time feel that I'm granting them a service, but afterwards they feel I money pumped them. Especially if I repeat it.

Does this mean we should start treating certain types of money pumping as payment for a service rather than something rational agents always avoid?

The name of the service is "insurance". This is a business in which customers repeatedly make bets that they wish they hadn't made in retrospect, but it still makes sense to make the bet ex ante.