Kellyanne Conway: $39 Million

Kellyanne Conway was Donald Trump’s Campaign Manager and later a Senior Counselor to the President in the administration of Donald Trump. She earned a tidy salary from the position.

Before that, Conway made countless media appearances over the years. She has appeared as a political commentator on CNN, Fox News, and Fox Business. Sadly, she has picked up some bad habits from former President Donald Trump, claiming in 2021 that there were no supply chain issues under his presidency. Twitter users politely posted pictures of mile-long queues at stores and food banks to remind her.