Positive Pessimism and The Power of Negative Thinking

Justin Levine

Justin Levine is a lawyer, business advisor, and Partner at Golbey Law. With a focus on business law and real estate, Justin provides strategic and practical legal advice to businesses. He assists clients with business formation and structuring, debt and equity financing, buying and selling businesses (M&A), developing real estate, and more. 

Outside of work, Justin is actively involved with the Tri-Cities Chamber of Commerce and also volunteers as a guest instructor and lecturer at Douglas College. He holds degrees in both Law and Anthropology from the University of Victoria.

Here’s a glimpse of what you’ll learn: 

  • Justin Levine’s journey to becoming a lawyer and why he prefers business law over litigation

  • Why CEOs should surround themselves with trusted advisors and legal counsel

  • How to be transformational instead of transactional when building business contracts

  • Justin's advice to CEOs and lawyers on how to work together, facilitate trust, and maintain deep relationships

  • The benefits of taking a pessimistic perspective when doing business

  • Why leaders should not let emotions and happiness impact their performance

  • The power of positive pessimism versus positive thinking from a legal perspective

  • Justin's recommended resources for listeners

In this episode…

A CEO has significant responsibilities, from making the best strategic decisions for their company to ensuring that its mission and goals are achieved. However, even with the best of planning, things don't always work out as expected. Contracts can be breached, employees can make mistakes, and suppliers can fail to deliver. So, how can CEOs prepare for—and effectively handle—these unforeseen circumstances? 

As a lawyer and business advisor, Justin Levine believes in the power of positive pessimism. As he says, being a pessimist is an effective risk management strategy when making deals and building business contracts. By preparing for the worst, CEOs can take precautionary measures to successfully protect their companies—before trouble strikes. 

In this episode of What CEOs Talk About, Justin Levine, a Partner at Golbey Law, is interviewed by host Martin Hunter about positive pessimism and the power of negative thinking. Justin and Martin discuss the benefits of taking a pessimistic perspective when doing business, why you should surround yourself with trusted legal counsel, and how to effectively analyze every contract. Stay tuned.

Resources Mentioned in this episode

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