He dropped out of school at 11, surfed professionally for 12 years, and raced cars on the streets of Los Angeles before landing in Jerusalem as an ordained rabbi. Yet Rabbi Yom Tov Glaser says that for most of his life, part of him was never sure he was okay.

Michael sits down with Rabbi Yom Tov Glaser, a senior educator at Aish HaTorah and the founder of The Possible You, a seminar he says has taken about 15,000 people through a look at what they cannot see in themselves. The conversation opens with a confession, "I sometimes wonder if I spread happiness so much just that people would smile back, so I would feel okay," and goes deeper from there: a childhood with no limits, why he believes happiness is the wrong goal, and a marriage where he bows, his wife curtsies, and they cry in each other's arms at every goodbye.

A warm, funny and very honest two hour conversation, for anyone who has ever wondered whether being the happiest person in the room is the same as being okay.

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David Greenfield has spent more than 25 years working in politics, from his early days with Senator Joe Lieberman to serving on the New York City Council and now leading Met Council. In this episode, David sits down with his twin brother Michael to tackle one of the biggest questions facing Israel: Is Benjamin Netanyahu's time as prime minister coming to an end? David breaks down the Israeli election results, explains how political coalitions really work, and explores why the Haredi parties could determine who leads Israel next. He also examines the controversy surrounding military service for yeshiva students and the growing divisions within Israeli society.

Michael challenges David on why American Jews should care about Israeli politics, whether an individual vote can actually make a difference, and how Jewish voters should approach an increasingly complicated political landscape. David shares his predictions for the upcoming U.S. elections, weighs in on Donald Trump, and explains why he believes a Democratic wave could be coming. The brothers also explore the extraordinary possibilities and frightening risks of artificial intelligence, how AI is changing Met Council, and what it could mean for the future of jobs. Along the way, the conversation takes some unexpected turns into health, longevity, and peptides, while childhood memories, stories about their father, and the natural chemistry between two brothers bring a personal side to a conversation that goes far beyond politics.

Eli Lebowicz didn’t set out to become a comedian. He was a teenager selling water at Wrigley Field, doing a Harry Caray impression to get Cubs fans to notice him, then a YU student trying stand-up for the first time at a fundraiser in 2008. Years later, after working day jobs at the OU and B&H, Eli went into comedy full time and built a career finding the humor inside Orthodox Jewish life without standing outside it and mocking it.

Michael and Ushy push Eli on what success actually means when money isn’t the only scoreboard, how far a comedian can go joking about Torah and frum life, what happens when a room doesn’t laugh, and why Jewish comedy has to be funny before it can carry a message. Eli also talks about creating sketches with Ami Kozak and Mikey Greenblatt, the possibility of a Jewish version of SNL, why AI may make human comedy more valuable, and how he turns the Parsha, Jewish history, kosher restaurants, Pesach programs and everyday frum life into material.

And before the episode ends, Eli tests a brand-new bit about Moshe Rabbeinu that may permanently change the way you think about the first shul president.