AIG (NYSE:AIG) is the Fairholme Fund's biggest position, while the largest position at Pershing Square is Canadian Pacific Railway (NYSE:CP). How do these positions stack up versus five of the hedge fund manager's biggest holdings?

In this segment of The Motley Fool's financials-focused show, Where the Money Is, banking analysts Matt Koppenheffer and David Hanson rank five holdings for five different well-known fund managers.

This article represents the opinion of the writer, who may disagree with the “official” recommendation position of a Motley Fool premium advisory service. We’re motley! Questioning an investing thesis -- even one of our own -- helps us all think critically about investing and make decisions that help us become smarter, happier, and richer.