a Memphis Collector - Stamp Collection

Thanks to a post on The Art Of Manliness, I remembered and pulled out a stamp collection that has been handed down from my grandfather. Below will be pictures if the stamps as I sort them.  Any knowledge about the stamps posted would be greatly appreciated, history, rarity, etc.

He had them shipped in this box from our cousins in Michigan. I don't know the year.  I believe the cardboard box was added along the way.