Rep. Ayanna Pressley, a member of the progressive ‘Squad,’ is facing criticism for earning income as a landlord amid the U.S. Immigration and Customs Enforcement (ICE) crackdown on illegal immigration in Massachusetts. Boston Globe columnist Carine Hajjar has drawn attention to the perceived hypocrisy, suggesting that Pressley’s financial interests conflict with her advocacy for stricter immigration policies. The debate highlights tensions within progressive politics, where economic realities and policy positions often intersect.