Yes, you can ship an item to yourself from one residence to another. He can be the shipper and receiver.
Pretty hard to ship from yourself when you are in another state...
No it isn't. I've done it several times when I need to get stuff from property I own in CO to where I now live in TX. Nobody looks at the names.
Advocating to commit a gun crime on the internet is always interesting...
Nobody is advocating committing a crime. You can even send a firearm through the mail to get work done on it. No FFL required if it is not changing hands permanently. You can box up a gun, insure it and send it. Nothing illegal about it.
