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So it turns out that the USPS has a feature where you can ask them to come and pickup a package. So you go online to their site, enter your information, choose a date for the pickup, and tell them where the package will be. They then come and pickup the package for you...

So the question is: can a Jew schedule such a pickup so that it occurs on Shabbos?

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It's one thing if you request a pickup for some range of dates, and you know that he will come on Shabbos even though you do not explicitly require him to do so. If you explicitly require him to pick up a package on Shabbos, however, I don't see how you could argue that it's אדעתא דנפשיה. – Fred Jan 21 at 0:49
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