In all four suits of the Minor Arcana, five represents some kind of struggle. In the Five of Wands, the struggle relates to work issues. While there is prosperity in the end, the battle to get there can be difficult. Do you know the Buddhist concept of "pushing the river"? The idea is that we sometimes make life more difficult than it has to be, and we forget that there is a rhythm and a flow to life, if we would but trust.
In its reversed position, the Five of Wands cautions us to be generous, and to remember that there is always victory if we follow the path the enlightenment kindly, gently.