Caleb was one of twelve spies sent to do some reconnaissance work in the land God wanted to give His people.  All twelve saw the same good, fertile land that would make an ideal home for the people.  All twelve also saw walled cities and well-armed soldiers who weren't exactly rolling out the welcome mat.  Most of the spies said that claiming the land would be impossible - that they would be squashed like bugs if they even tried.  Caleb said they should load up the U-haul trucks and move in immediately.  Why was Caleb willing to take such a risk?  Simply put, Caleb knew that God was with them and He wanted them to have the land.  Caleb knew it was better to be out on a limb with God than to be "safe" on the ground away from him.  Unfortunately the majority won out. God's people didn't go in to the land, and they spent the next forty years wandering in the wilderness and wondering, "what if?"