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Business Judgment, Risk Management, and The "Office of Yes" with Ruben Camacho

Business Judgment, Risk Management, and The "Office of Yes" with Ruben Camacho

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Is it possible to move in-house without spending years in Big Law? What is the difference between being a "risk-averse" lawyer and a true business partner?

In this episode, I sit down with Ruben Camacho, Associate Corporate Counsel at RSA Security. Ruben shares his unique journey from working in sales and his family’s business to managing complex commercial transactions in the fast-paced tech world. We discuss why understanding the business is just as important as knowing the law, and how to transition from the "Office of No" to the "Office of Yes.".

What we cover in this episode:

  • The In-House Transition: How Ruben moved into a corporate counsel role early in his career and why you don't always need years of firm experience to make the leap.

  • Business Judgment vs. Legal Risk: A masterclass in risk management—using real examples like liability caps to explain why a high-risk number might actually be a smart business decision.

  • The "Translator" Skill: How to translate complex legal requirements into language that sales teams and executives understand.

  • The Power of Community: Why the legal profession can be lonely and how networks like Counselwell help lawyers grow and solve problems faster.

  • Diversity as an Asset: How coming from a non-traditional or immigrant background can be your biggest competitive advantage in the corporate world.

About the Guest:Ruben Camacho is an Associate Corporate Counsel at RSA Security, focusing on commercial transactions, SaaS agreements, and data privacy. He is also the Chicago Region Lead for Counselwell, a community for in-house lawyers. Prior to law, Ruben worked in sales and business operations, giving him a unique commercial perspective on legal strategy.

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