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This bag is ideal for a professional who needs a structured, versatile everyday piece that pairs cleanly with tailoring and smart-casual outfits. Over the years I have seen similar Boss silhouettes perform well for clients who prioritize a reliable shape ??? I pay attention to the handle-to-body junction because a short rolled handle or reinforced top will determine comfort when carried by hand versus worn on the crook of the arm. In my experience the style???s structure and edge finishing dictate long-term wear and value retention, and more rigid construction tends to show scuffs at corners but keeps shape longer, while softer finishes age faster and generally hold less resale premium.