Jesus was talking to the disciples. Doesn't James 1:5 prevent him from upbraiding them?
You have lost me in jumping to "... talking to His Disciples ... prevent Him from upbraiding them." Where did I infer He was upbraiding his audience? When He spoke to pHarisees, He did tend to upbraid them. On occasion He upbraided a disciple, such as when He told satan to get behind him as Peter tried to order Jesus to stop where He was going.
James 1 All joy count [it], my brethren, when ye may fall into temptations manifold; knowing that the proof of your faith doth work endurance, and let the endurance have a perfect work, that ye may be perfect and entire -- in nothing lacking;
[1:5}and if any of you do lack wisdom, let him ask from God, who is giving to all liberally, and not reproaching, and it shall be given to him; and let him ask in faith, nothing doubting,
for he who is doubting hath been like a wave of the sea, driven by wind and tossed, for let not that man suppose that he shall receive anything from the Lord -- a two-souled man [is] unstable in all his ways.
James the brother of Jesus was head of the Church in Jerusalem. He was writing to bolster the faith of fellow JEWISH believers, instructing them on how they could grow in grace and knowledge, already members of The Church.