James is a natural leader. He is originally from Louisiana and has been living without a home for thirty years. His body language, even as he sits in his wheelchair, definitely shows the dignity of his southern roots. Despite his amputated leg, it appears that he is the boss around Crocker Street. While we were together, people were constantly coming to him with questions and checking in for his advice. As I was drawing him, he said, “You know, you can tell it all in the eyes.” He paused, “So whaddya see in my eyes?” I stopped, looked deeply into his dark eyes and replied, “I see wisdom. I see an age of stories and life experiences, and a determination for a goal ahead of you.” After drawing James’ portrait, we set up his tent together as it began to lightly rain. I haven’t seen James since that day—people say that he just had to get out of this place. But every time I pass, I look for him, trying to spot a bowler hat or a wheelchair.