Kayleigh McEnany – $500k

Kayleigh McEnany was born and raised in Tampa, Florida. She studied at Georgetown University, University of Oxford, and Miami School of Law, where she received a Bruce J. Winick Award for Excellence, a scholarship handed to students in the top 1% of their class. 

McEnany earned most of her $500k from her salary at the White House, most notably Trump’s Press Secretary from 2020 to 2021 and book deals. After Trump’s post ended, she joined Fox News as a co-host. The anchor put her 2538-square foot Tampa home on the market on April 2021 for $1.1 million, double what she paid in 2017.