Originally Posted by msb0b

I have always gotten a second temporary visitor sticker whether it's a week or a month after the first entry. Therefore I think the temporary visitor visa (sticker) is good for only single entry. No problem with that as far as I am concerned. The re-entry permit is for people with other types of visa so they may re-enter Japan under the terms of the original visa.

Re: rail pass. It should be fine. JR does not care when you will leave the country. Once you have exchanged for the pass, the pass is good until the expiration date.

You are overthinking the situation. Enjoy your visa waiver privilege and your trip!