These are distinctive eyeglasses, often associated with journalist Rachel Maddow, characterized by a specific frame style. The speaker humorously suggests a politician might be wearing similar glasses.
Cuban about transitioning I mean it is weird how much he looks like Rachel mow I mean like he's using the same glasses
""The speaker makes a humorous observation about a politician wearing glasses that 'look exactly like Rachel Maddow glasses,' treating them as a recognizable, albeit jokingly, specific item."