Another day, another socialist millionaire in Congress.
It turns out Ilhan Omar isn’t the only member of the far-left “Squad” getting rich while denouncing capitalism. New reports reveal that Massachusetts Congresswoman Ayanna Pressley has seen her family’s net worth explode since entering the swamp in 2018.
According to a bombshell report from Fox News, highlighted by Kayleigh McEnany and David Asman, the “anti-capitalist” Squad member has gone from a negative net worth when she was elected to holding assets worth up to $8 MILLION today.
Back in 2018, when Pressley first ran for Congress, her financial disclosures showed a negative net worth of around -$12,500 to modest figures, with limited assets.
Fast-forward to her 2024 disclosures (filed in 2025), and the picture is dramatically different: Pressley now reports assets valued between $1 million and $8 million, including a luxurious Martha’s Vineyard rental property worth up to $5 million and multiple Boston rental properties valued up to $1 million each.
In 2019, she only reported one Boston property. How does a congressional salary of $174,000 account for this massive windfall?
A key piece of the puzzle points directly to her husband, Conan Harris.
Just three days before Pressley was sworn into Congress in January 2019, Harris resigned from his $92,500-a-year position as a senior public safety adviser in then-Mayor Martin Walsh’s Boston City Hall administration.
He immediately launched his own consulting firm, Conan Harris & Associates.
Ethics experts raised red flags at the time, warning that the timing could create the appearance of profiting off Pressley’s rising political profile.