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Ken Jennings won 74 consecutive games and a total of $2,520,700, he went on to receive additional $500,000 from the tournament that he lost .
Regis Philbin. Salary: $20 million. Who Wants to be a Millionaire was a massive success in its heyday, and not having Regis yell-talk random things at us as much was also a huge success. And for that, Regis made a $20 million a year, still the highest paid game show host ever.o for that, he's worth his $10 million. Drew Carey. Salary: $8.5 million. Skinny Drew had the tough task of replacing Bob on The Price is Right, and he's done a nice job, but unlike Bob, I don't see Drew wanting to host the show when he's 90 and fighting off death.