Flying the World, Finishing Shas | Yossi (Joseph) Landes

In this episode, I sit down with Yossi (Joseph) Landes—President and co-founder of Nerdio (a unicorn), and a 23-year veteran of Microsoft.

But this conversation isn’t mainly about startups.

It’s about growing in Gemara when you don’t see yourself as “the best learner,” and building a life where Torah stays at the center—through airports, moves abroad, pressure, and big responsibility.

We talk about:

• “I might be the worst learner in the whole yeshiva.” And how that humility became fuel—not a stop sign.

• Daf Yomi as identity: train rides, flights, gates, and “downtime” that turns into real learning time.

• Awe for talmidei chachamim: the pictures on his desk, and what they remind him of when work gets loud.

• Lessons from Satya Nadella + lessons from yeshiva—especially the mindset of being a learn-it-all, not a know-it-all.

• What it takes to stay frum while living around the world—plus huge hakaras hatov to Chabad for making that possible.

• “Truth is found in the field”: how empathy, listening, and outside-in thinking shaped his leadership style.

• The long game: building a unicorn company, and still saying, “When I’m done, I want to learn full time.”

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