Contradiction with Exodus 23:20-21
Promises of guidance and protection are conditional on obedience, which contradicts the notion of a singular person being promised entry unconditionally.
Exodus 23:20-21: Behold, I send an Angel before thee, to keep thee in the way, and to bring thee into the place which I have prepared.
Contradiction with Deuteronomy 1:36
Indicates Caleb's entry into the promised land along with Joshua, which might suggest a broader inclusion than stated solely for Caleb.
Deuteronomy 1:36: Save Caleb the son of Jephunneh; he shall see it, and to him will I give the land that he hath trodden upon, and to his children, because he hath wholly followed the LORD. [wholly...: Heb. fulfilled to go after]
Contradiction with Hebrews 3:19
Emphasizes that unbelief prevented entry into the rest, contrasting with the singular emphasis on a specific spirit of following fully in Numbers 14:24.
Hebrews 3:19: So we see that they could not enter in because of unbelief.
Contradiction with 1 Samuel 15:29
States God does not change His mind, conflicting with the apparent renegotiation of who enters based on fidelity demonstrated by Caleb.
1 Samuel 15:29: And also the Strength of Israel will not lie nor repent: for he [is] not a man, that he should repent. [Strength: or, Eternity, or, Victory]