Joshua 14:12
Now therefore give me this mountain, whereof the LORD spake in that day; for thou heardest in that day how the Anakims were there, and that the cities were great and fenced: if so be the LORD will be with me, then I shall be able to drive them out, as the LORD said.
After sharing the forty years of wandering, Caleb entered the land of promise still as courageous in heart as when he had set out from Egypt with the hosts of the Lord. He asked to be given the mountain stronghold of Hebron, the home of the giants, which had been promised to him where his feet had trodden. The Anakim giants were there, and their cities were great and fenced with walls.
He deliberately chose this unconquered place despite its fearsome reputation, relying on God rather than the apparent impossibility of the task. He counted God's promise as greater than giants, walled cities, and chariots of iron. He trusted that if so be the Lord would be with him, then he would be able to drive them out, as the Lord had said.
In God's strength he received his portion, drove out the Canaanites, took the stronghold of the giants, and possessed the land. The vineyards and olive groves where his feet had trodden became his possession, and with Joshua he ate of the grapes of Eschol. His request set an example to encourage Israel to go forward and possess the land.
His faith contrasted with the fear of the other Israelites. While the cowards and rebels perished in the wilderness, his words of confidence proved true that Israel was well able to overcome.