Clayton Kershaw

Kershaw's huge new deal, signed in January, guarantees that you'll see him on this list for years to come; his contract has the highest per-year average in MLB history. After posting a stellar 1.83 ERA in 2013, he got off to a rough start this season but has since stabilized and has shown why he's considered one of the game's best. He has a lucrative Muscle Milk endorsement and some smaller equipment deals.