How many stamps to use?

Go to the Post Office, send it with tracking and proof of delivery. Might even get a signature on delivery.
Don't just dump it in a mailbox.
 
I have never lost an item in the mail, and I'd imagine you're fine in this case, so I wouldn't sweat it. The CSSA recommends that PAL's get sent in for renewal nine months in advance. I send mine in six months before expiration, and despite my track record of zero losses in the mail, always pay extra to get a signature. It's worth the peace of mind for me as I don't want to be unlicensed for one second.
 
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