Answers WithHeld

Latest Episodes:

What is Obligation? Jul 30, 2025

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Rabbis Shai Held and Tali Adler explore one of the most provocative images in rabbinic tradition: that at Sinai, God held a mountain over the Israelites’ heads and threatened them into accepting the Torah. What does this say about the nature of faith, agency, and obligation? In this episode, Rabbi Shai Held and Rabbi Tali Adler explore deep questions about obligation, autonomy, commitment, and love. What does it mean to choose God in a world where God so often feels hidden? And how do commitment, tradition, and personal relationships shape a life of religious meaning?

Can We Judge Everyone Favorably? Jul 23, 2025

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Can we really judge everyone favorably? Rabbis Shai Held and Steve Greenberg dive into this Jewish idea, exploring how a generous outlook can transform relationships, personal healing, and even our view of God. But where do we draw the line? Tune in for a candid conversation that gets real about the power – and potential pitfalls – of seeing the best in everyone.

Welcome Back for Season 2 of Answers WithHeld! Jul 17, 2025

Show notes

Rabbi Shai Held returns with a new cast of guest for another season of Answers WithHeld, the podcast where we confront big questions with bold thinking and honest searching.

Every week, Rabbi Shai Held invites a leading thinker or teacher to explore one powerful Jewish idea or the life and legacy of a great Jewish thinker: Can We Really Judge Everyone Favorably? Is Torah Study the Highest Value? Is There Choice in Accepting the Torah? No pressure.

Together, we wrestle with timeless questions, uncover new insights, and model what it means to take Torah and Jewish thought seriously.

Why Do You Believe in God? May 13, 2024

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In this special season finale, R. Shai Held welcomes his two oldest children to model a genuine conversation about God, experiences, belief, and doubt. Lev and Maya share some of the biggest questions on their minds as well as offer sage advice to grown-ups about how to have meaningful and impactful conversations with kids.

What Happens After I Die? May 06, 2024

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Questions surrounding our own mortality are some of the hardest to ask, and certainly some of the hardest to answer. What happens when we die? What does it mean to have a soul? R. Sharon Cohen Anisfeld joins R. Shai Held for a deeply meaningful exploration of these profound questions.

Why Do Bad Things Happen? Apr 15, 2024

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R. Aviva Richman joins R. Shai Held to discuss one of the most difficult moral and religious questions - why do bad things happen? Where is God when they do? Personal childhood memories of confronting this question lead them to explore how being present might mediate God's presence, to appreciate petitionary prayer in nuanced and sophisticated ways, and to wonder about God's role of holding loss in times of tragedy.

What If I'm Not Sure I Believe in God? Apr 08, 2024

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What if I don't believe in God? What if I'm not sure? Rabbi Dr. Leon Wiener Dow joins Rabbi Shai Held to reflect on the importance of doubt and continuing to question. They identify some of the straight-jackets that we put on our thinking about God and explore the possibility of being open to a spiritual life with or without a belief in God.

Am I My Brother's Keeper? Apr 01, 2024

Show notes

Universalism or particularism? It's often cited as a debate of one versus the other, but R. Shai Held and R. Jill Jacobs reflect on how both these priorities can actually strengthen the other. They consider texts that speak to how we live out our values as well as how to raise kids who care deeply.

Why Did God Create the World? Mar 25, 2024

Show notes

Why did God create the world - and why did God create me within it? R. Yitz Greenberg joins R. Shai Held to ponder these theological questions and consider what it means to have a posture of gratitude and to know that we each have an individual mission or purpose in the world.

Why Does the Torah Allow Slavery? Mar 18, 2024

Show notes

What do we do when we encounter morally troubling parts of Torah? Dr. Arna Poupko Fisher joins R. Shai Held to try and understand slavery in the Torah's historical context, as well as how we might understand the Torah more broadly as launching us into a more ethical legal trajectory. Their sage advice on nurturing kids' moral passions and finding our own confidence when faced with difficult questions is relatable for parents, educators, and adults in general.

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