5 items in this article 2 items on sale! Photo-Illustration: The Strategist; Photos: Retailers Welcome to Jeans Month on the Strategist, where we’re obsessively vetting denim — from trying on every pair at the Gap to asking dozens of stylish people about their favorite fits. For more, head to our Jeans Month hub . Like many young men who came of age toward the end of the great recession, I believed in the value of raw denim. A single pair of jeans may have cost the lion’s share of my bimonthly