Can I buy a book on Amazon and re-mail it to an inmate myself?
Usually not. Under the federal rule, an inmate may receive a hardcover book or newspaper only from the publisher, a book club, or a bookstore, and at medium, high and administrative security facilities the same source restriction applies to paperbacks. A package that shows your own return address, rather than the retailer's, fails that test.
So how do people actually send a book from Amazon to an inmate?
By shipping the order straight from Amazon to the facility's mailing address, so the package arrives with the vendor's name and address on the outside rather than a friend or family member's. Some facilities still refuse the delivering carrier or the packaging; check the specific facility's mail policy before placing the order.
What address goes on the package?
The inmate's full committed name, their register or ID number, the facility's name, and the facility's own mailing address, which is not always the same as its street address for visitors. Look the current one up on the agency's own inmate locator rather than reusing an old address.
Does the book have to be new, or can it be used?
Policies vary by agency and by security level, but a new copy direct from the retailer's own shipment is the version every policy accepts. A used copy, a copy with writing in it, or one that looks like it has been opened and resealed is what commonly triggers a rejection, on top of the sender-identity rule.
Does Media Mail help here?
No, and this is the most common wrong turn. Media Mail is a USPS postage class that prices a box of books cheaper; it says nothing about who the shipper is. A facility screens the sender's identity and the packaging, not the postage class printed on the label, so Media Mail does not fix a rejection caused by shipping from your own address.