Design a t-shirt for the client's 9-person team at work. The shirts were intended as a surprise holiday gift.
I created a caricature of each team member to reflect personal interests or eccentricities, based on information and photos from the client. Inspired by the team's love for first-person-shooter video games, I gave them nicknames in the style of 'Team Fortress 2', and portrayed them as a comic-book superhero team.
The client told me the shirt was such a hit that the CEO, who wasn't even pictured, wanted one!