Squad’s Ayanna Pressley reaps windfall as Boston landlord, joining Omar in millionaire club: ‘hypocrite’
By Gabrielle Fahmy
Published Sep. 6, 2025, 8:15 a.m. ET
Lefty Rep. Ayanna Pressley – who once camped out on the Capitol steps for taxpayer-funded rent relief — reaped a windfall as a Boston landlord last year, The Post has learned.
Pressley (D-Mass) and her ex-con hubby, management consultant Conan Harris raked in up to a staggering $350,000 in profit last year from a property sale and rental income that includes a decidedly capitalist pad on Martha’s Vineyard, Pressley’s 2024 annual financial disclosure reveals.
Financial disclosures show Pressley — who disclosed as much as $8 million in assets, the first time she’s declared over $1 million — now joins Squad comrade Rep. Ilhan Omar (D-Mich.) in the millionaire’s club, a far cry from the working-class warrior image she tries to project.
“Ayanna Pressley is a hypocrite who preaches socialism while pocketing millions,” Republican National Committee spokeswoman Kiersten Pels told The Post.
“She tells everyday Americans they must be forced to defund the police and live with sky-high crime in their communities while indulging in private security. Pressley is a fraud – just like the rest of the Squad.”
Pressley’s good fortune is a massive jump from the $15,000 the Democrat lawmaker declared in rental income back in 2020, when she owned just one property – the couple’s gated home in the Hyde Park neighborhood of Boston they converted to a multi-family building for extra cash, disclosures show.
And that’s on top of the $174,000 salary she gets to legislate Massachusetts’s 7th Congressional District.
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https://nypost.com/2025/09/06/us-news/squads-ayanna-pressley-reaps-windfall-as-boston-landlord-joining-omar-in-millionaire-club/
