The 20 Highest Paid MLB Managers In 2018 By Michael Ma / Dec 10, Mon 879 Link facebook twitter email 4. Terry Francona – $4 Million After leading the Indians to the World Series in 2016, Francona has built a perennial power in Cleveland. In 2018, Francona received a two-year extension. Pages: 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 Join the Discussion