The following video is part of our "Motley Fool Conversations" series, in which analyst John Reeves and advisor David Meier discuss topics around the investing world.

Will Travelers outperform over the next five years? That's a tough question. The insurance business is a challenging one, and Travelers faces a lot of competition. After assessing the pros and cons, Dave offers up his long-term outlook on the company.

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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.