Hebrews 5

Hebrews 5:8

"Although He was a Son, He learned obedience from the things which He suffered."
Christ Learning Obedience: A Reflection of His Human Nature

St. Gregory clarifies that when scripture describes Jesus suffering, praying, or learning obedience, it refers to His human nature. His divine nature is unchangeable, but He took on humanity which could experience these things.

There remains for us to interpret the passage about His receiving commandment, and having kept His Commandments, and done always those things that please Him; and further concerning His being made perfect, and His exaltation, and His learning obedience by the things which He suffered; and also His High Priesthood, and His Oblation, and His Betrayal, and His prayer to Him That was able to save Him from death, and His Agony and Bloody Sweat and Prayer, and such like things; if it were not evident to every one that such words are concerned, not with That Nature Which is unchangeable and above all capacity of suffering, but with the passible Humanity.

On Christ's Humanity: Learning Obedience Through Suffering

For every one of these points, taken separately, may very easily, if we go through them one by one, be explained to you in the most reverent sense, and the stumbling-block of the letter be cleaned away — that is, if your stumbling at it be honest, and not wilfully malicious. To give you the explanation in one sentence. What is lofty you are to apply to the Godhead, and to that Nature in Him which is superior to sufferings and incorporeal; but all that is lowly to the composite condition of Him who for your sakes made Himself of no reputation and was Incarnate — yes, for it is no worse thing to say, was made Man, and afterwards was also exalted. The result will be that you will abandon these carnal and grovelling doctrines, and learn to be more sublime, and to ascend with His Godhead, and you will not remain permanently among the things of sight, but will rise up with Him into the world of thought, and come to know which passages refer to His Nature, and which to His assumption of Human Nature.

Understanding Christ's Obedience, Suffering, and Tears in His Human Nature

St. Gregory explains that Christ's tears, entreaties, and obedience apply to His human nature ('Form of a Servant'), not His divine nature as the Word. He assumed our human condition to purify it and allow us to partake in His divine nature.

The same consideration applies to another passage, 'He learned obedience by the things which He suffered,' and to His 'strong crying and tears,' and His 'Entreaties,' and His 'being heard,' and His 'Reverence,' all of which He wonderfully carried out, like a drama whose plot was devised on our behalf. For in His character of the Word He was neither obedient nor disobedient. For such expressions belong to servants, and inferiors, and the one applies to the better sort of them, while the other belongs to those who deserve punishment. But, in the character of the Form of a Servant, He condescends to His fellow servants, even to His servants, and takes upon Him a strange form, bearing all me and mine in Himself, that in Himself He may exhaust the bad, as fire does wax, or as the sun does the mists of earth; and that I may partake of His nature by the blending. Thus He honors obedience by His action, and proves it experimentally by His Passion. For to possess the disposition is not enough, just as it would not be enough for us, unless we also proved it by our acts; for action is the proof of disposition.