Squad’s Ayanna Pressley reaps windfall as Boston landlord, joining Omar in millionaire club

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.

Now, the far-left, famously chrome-domed pol – who’s pushed for Medicare to cover wigs and spent tens of thousands on private security on the taxpayer’s dime – owns four Massachusetts rental properties. One is a $1.1 million, three-bedroom house in Edgartown on posh Martha’s Vineyard, whose residents include the Obamas and Martha Stewart.

Pressley, 51, and Harris, 48, also own a two-unit rental property in Mattapan, a predominantly black low-income neighborhood in the southwestern part of Boston, that brought in between $50,000 and $100,000 in rent last year, records show.

The couple unloaded a $492,500 Fort Lauderdale one-bedroom condo in 2024 they owned for just over a year, records show, turning a quick $67,000 profit.

Pressley’s failed rent-relief bill would have forced the federal government to reimburse landlords for unpaid rent, but she never publicly stated whether she personally kept collecting checks from tenants during the pandemic.

She did not respond to questions from The Post.

Real estate wasn’t the couple’s only business venture last year. Pressley also declared between $100,000 and $1,000,000 in income from her hubby’s management consulting business.

Harris – who previously spent 10 years in prison for drug trafficking – left his job as deputy director of public safety at Boston City Hall and founded Conan Harris & Associates in 2019, the year Pressley joined the House of Representatives as a freshman lawmaker.

Though Pressley, a former five-term Boston Council member, reported only a broad estimate last year, she had previously declared her husband pulled in upwards of $300,000 back in 2021 when the firm was just in its third year.

Socialist Omar declared between $6 million and $30 million in financial assets in her 2024 disclosure filed in May, despite crying “disinformation” in February when asked about online speculation that she was a secret millionaire.