I make those pickups regularly. Well not a bunch, but I don't hesitate to make the stop. I make it clear to them that in order to grab it, it needs to be along my way. They will usually let me choose when to grab it after that. I have had more than one instance where this has turned into more material either from the same person or someone that they know.
I will lose a dollar for the potential of multiple dollars later. I look at it as a service I do for the community. Every satisfied customer has the potential to lead to many more satisfied customers.
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