Earning the Right to Take Risks - [Glue Guys, EP.50] episode artwork

EPISODE · Aug 14, 2025 · 58 MIN

Earning the Right to Take Risks - [Glue Guys, EP.50]

from Glue Guys · host Glue Guys

Shane Battier and Ravi Gupta dive deep into the art of risk-taking. They explore when to "swing big" versus playing it safe, drawing from Shane's NBA career and Ravi's venture capital experience. The duo discusses earning the right to take risks, avoiding financial and opportunity ruin, and why standing pat can sometimes be the riskiest move of all. From basketball strategy to startup decisions, they break down how to evaluate upside potential, overcome loss aversion, and separate identity from outcomes. Plus, practical advice on lifestyle choices, the "nobody cares" principle, and why great stories never start with "I went home after dinner."

Shane Battier and Ravi Gupta dive deep into the art of risk-taking. They explore when to "swing big" versus playing it safe, drawing from Shane's NBA career and Ravi's venture capital experience. The duo discusses earning the right to take risks, avoiding financial and opportunity ruin, and why standing pat can sometimes be the riskiest move of all. From basketball strategy to startup decisions, they break down how to evaluate upside potential, overcome loss aversion, and separate identity from outcomes. Plus, practical advice on lifestyle choices, the "nobody cares" principle, and why great stories never start with "I went home after dinner."

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Earning the Right to Take Risks - [Glue Guys, EP.50]

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This episode is 58 minutes long.

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This episode was published on August 14, 2025.

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Shane Battier and Ravi Gupta dive deep into the art of risk-taking. They explore when to "swing big" versus playing it safe, drawing from Shane's NBA career and Ravi's venture capital experience. The duo discusses earning the right to take risks,...

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