TELL ME WHERE IT HURTS episode artwork

EPISODE · Jun 12, 2026 · 27 MIN

TELL ME WHERE IT HURTS

from The Ambition Lab · host Whiz

What if the biggest reason startups fail isn't bad timing or weak products—but asking the wrong questions?In this episode of The Ambition Lab, investor and author Andrew shares why he turned decades of startup experience into a novel, The Entrepreneur's Odyssey. We explore the powerful lesson behind Chapter 4, "Tell Me Where It Hurts," and uncover why founders often hear what they want to hear instead of what customers are actually saying.From customer discovery mistakes to the hidden cost of self-deception, this conversation is a masterclass in finding the real problem before it's too late.

Episode metadata supplied by the publisher feed · Published Jun 12, 2026

What if the biggest reason startups fail isn't bad timing or weak products—but asking the wrong questions?In this episode of The Ambition Lab, investor and author Andrew shares why he turned decades of startup experience into a novel, The Entrepreneur's Odyssey. We explore the powerful lesson behind Chapter 4, "Tell Me Where It Hurts," and uncover why founders often hear what they want to hear instead of what customers are actually saying.From customer discovery mistakes to the hidden cost of self-deception, this conversation is a masterclass in finding the real problem before it's too late.

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TELL ME WHERE IT HURTS

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What if the biggest reason startups fail isn't bad timing or weak products—but asking the wrong questions?In this episode of The Ambition Lab, investor and author Andrew shares why he turned decades of startup experience into a novel, The...

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