Never Enter a Losing Game : The Six Questions That Stop Bad Deals, Bad Jobs, and Bad In-vestments Before They Cost You
Overview
Many losses are decided before you play.
You worked hard. You stayed disciplined. You kept going. And you still lost: the job that went nowhere, the contract that drained you, the investment that looked certain until it wasn't.
Most advice tells you to try harder. This book asks a different question: was that game ever winnable for someone in your position?
Walmart did not lack scale when it entered Germany. Quibi did not lack money or talent. The Enron employees who kept their retirement savings in company stock were not lazy. Each of them entered a game whose structure had already decided the outcome.
Never Enter a Losing Game gives you six questions, the Six Gates, to ask before any significant commitment: a job offer, a contract, a loan, a partnership, an investment.
Inside, you'll learn:
- How to tell whether a game can reward someone like you before you put anything in
- Why the terms you accept on the way in limit every outcome that follows
- How to put a number on your maximum loss, and make sure you can get out if you're wrong
- When to commit, and when to run a small, cheap test first
- How to spot manufactured urgency, and who gains from your speed
- How to decline with confidence, and when refusing would itself be the mistake
Each gate has four answers, not two: pass, repair, probe, or refuse. So this is not a book about walking away. It shows you how to fix bad terms, test what you don't know, and enter good games that only look risky.
Life doesn't always let you choose, so the book also covers what to do when you can't afford to refuse, and how to get out of a game you're already in.
The cases range from Wall Street to the cashew auctions of southern Tanzania, and from venture capital term sheets to Intel's exit from memory chips. The book closes with three real-world decisions worked through from first offer to final answer. It's a clear-eyed, practical guide for entrepreneurs, professionals, investors, and anyone tired of hearing that effort alone is the answer.
Stop asking how to win. Start by asking whether the game can be won.
This item is Non-Returnable
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Details
- ISBN-13: 9798178807415
- ISBN-10: 9798178807415
- Publisher: Independently Published
- Publish Date: October 2026
- Dimensions: 9 x 6 x 0.28 inches
- Shipping Weight: 0.38 pounds
- Page Count: 120
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