This is a story related achievement. The Wilkersons are the local opportunistic thugs in the game that no one trusts, because even in the middle of an apocalypse they are trying to find ways to take advantage of others. Another group of survivors will want to trade goods with the Wilkersons, but they will only make the trade if you escort them to the meeting. Once both parties are face to face the Wilkersons will ask you to leave and the achievement will unlock.