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On Tuesday night, Bari Weiss’s Free Press hosted its annual holiday party at Port Sa’id, an Israeli hot spot just west of SoHo in Hudson Square. Staff and their significant others mingled around the open bar with a motley crew of battle-tested media folk—Arianna Huffington, Mark Halperin, Jesse Angelo—as they chewed on bone-in rib eyes and smoked eggplant while awaiting the arrival of the evening’s marquee star, who was running late on account of her other job uptown at CBS News. Finally, at around 8:15 p.m., a small phalanx of security guards with earpieces entered the room, signaling Bari’s arrival.