Westside was a farmer before the outbreak. He had done pretty well for himself, some would even consider him wealthy. Once the outbreak hit and farming grew increasingly untenable he became a wanderer. Moving from place to place. He saw that humanity was increasingly hard to find and began to act accordingly. He began to look for ways to use people, he began to realize that people looked for a leader in this dark time and with a little charisma people would follow you through the gates of hell. He never stayed somewhere long. He would join up with some fellow survivors and stay with them for a month or two before eventually moving on. Finally he ended up in Chernarus. He looked upon the place where the outbreak started and grinned. These lands needed a leader, and he was the man to do it. If he made a bit of wealth while doing it, all the better.