RACHEL MADDOW – $25 MILLION

Rachel Maddow has made a career for herself as a news anchor on MSNBC. She is hosting her very own show called The Rachel Maddow Show where she is known for expressing her liberal views. She has appeared on Tucker and on Paula Zahn Now on CNN. Maddow became an analyst for MSNBC for Race for the White House before becoming a regular on Countdown with Keith Olbermann. She filled in for the host as well when he wasn’t around, and Olbermann pushed for Maddow to have her own program.

MSNBC later gave her The Rachel Maddow Show, which was one of the highest earners of their slot. Aside from her career as a news anchor and host, she has other ventures under her belt. One of her sources of investment money is being an accomplished writer with two published books.