Ever felt like the black sheep of your family? Like no matter how hard you try, you just can’t seem to follow the well-worn path everyone else is on? Meet Philip Scheinfeld, who spent years trying to fit in before realizing his superpower was standing out. Now 15 years sober, college-educated, and one of New York City’s and Miami's top real estate brokers, Philip shares his story of finally embracing his (heavily tattooed) black sheepness. Spoiler alert: He's also Caroline’s younger (but much taller) brother.
Guest: Philip Scheinfeld
We’re two New York City women talking candidly about the chaos of modern life, from relationships, parenting, working in and out of the home, to what it takes to stay semi-sane in a world that expects you to hold it all together and be #blessed.
We couldn’t find an honest and vulnerable conversation — so we started one! If you need a laugh, a cry, or just want to hear someone else admit their flaws and validate your crazy, you’re in the right place. Be ready to be… Unfiltered, Unafraid, and UnExpert.
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Surgeon General Warning Disclaimer: We are self-prescribed unexperts, so if you have any real questions or need real advice, please call your nearest doctor.
© 2025 Eva Heyman & Caroline Leventhal
