How Did You Become a Lawyer?

This episode I chat with Toby Carlisle, a managing member at Carbon Beach Asset Management and author of popular value investing books such as Deep Value and The Acquirer’s Multiple.  Toby’s approach to value investing evolved from his observations as a corporate lawyer in Australia during the burst of the dot-com bubble.  Watching investors target cash-rich, business poor dot-com companies confused his traditional, discounted-cash flow mentality.  But after watching these activists get their hands dirty, Toby realized that even bad companies can be attractive if they’re trading at a deep discount to liquidation value.

We navigate a wide range of topics, including uses and limits of quantitative investing in the realm of special situations, how Apple can be a deep value stock, and why using the opposite of your signal to build a short book might be a bad idea.