Last Game: 2013
Who’s Still Paying Him: Rockies
How Much They’re Still Paying Him: $1.3 million annually from 2014-2023

Peyton Manning’s former backup at Tennessee made sure he’d be cashing in for years to come on his final MLB contract. The two-year, $9 million deal he inked with the Rockies in 2012 called for $13.1 million in payments to be made over a 10-year stretch from 2014-2023.