REQUIREMENT: Chase Freedom and Case Sapphire Card.

So sending money via Amazon Payments with a credit card is currently categorized as 'purchase'. With that said, Chase Freedom Card is offering 5% cash back for Amazon purchases. A savy opportunist can send money to a trustful family relative using the Chase Freedom Card. After earning 5%, combine points with the Chase Sapphire and redeem for miles at a 1:1 ratio. Or you can simply cash out. Anyone game?

RISK: Chase can catch on and re-categorize your Amazon 'purchase'.

WARNING: I have not actually tried this. It is strictly theory.

Heres the math.

Sending $9,900 via Amazon Payments using method above will earn 49,500 miles at a cost of $1237.80 or 2.5 cpm given transaction cost of 2.5% + 0.30 for all transaction between $3K-10K