No it does not. The righteous dead were in Sheol/Hades until the resurrection of Christ. Ever since they are in Heaven (along with that thief who was saved). They are called "the spirits of just men made perfect".
As we had stated in our previous reply we agree, “
the spirits of just men made perfect” does indeed refer to the Old Testament saints (the ancient worthies), however they have not yet received their reward of being “
made perfect”, as is attested to by the scripture you quoted from
Heb 1:39, 40.
"
God having provided some better thing (a better resurrection, the first resurrection)
for us (the Church),
that they without us should not be made perfect (received their reward of being made perfect, an instantaneous resurrection to human perfection.
It could hardly be said that the Church receives “
some better thing,” if the Old Testament saints were to receive the same thing.
“The “
better thing” reserved “
for us” that are called of God during this Gospel Age is joint-heirship with Christ, Jehovah’s Only-Begotten Son and Heir of all things, the partaking with Him in all His future work for the blessings of the world. Therefore it is, as the Apostle states that the reward of the Ancient Worthies
tarries until first the overcoming Gospel Church has been
completed AND exalted to the throne with Christ in the dawn of the New Dispensation, now so close at hand.
As soon as the spiritual phase of the Kingdom is established in power the setting up of the human phase will begin. In humble recognition, therefore, of the Divine purpose and order in
the superior exaltation of the Gospel Church, we repeat the Apostle’s statement that “
they (those noble, loyal, righteous, faithful Ancient Worthies)
without us shall not be made perfect.” (Harvest Gleanings Three, Page 18)
“
The Church of the First-born” is to be perfected first, and on the spirit plane, “
partakers of the divine nature” (
2 Pet. 1:4). In due time those Ancient Worthies will come forth from the tomb to receive the blessing which God declares shall be the reward of their loyalty. As the Church will have the “
better resurrection”
on the spirit plane, so those Ancient Worthies will have the “
better resurrection”
on the earthly plane. They will come forth from the tomb actually perfect, while the remainder of mankind will be obliged to attain perfection gradually by the slow process of faith, works, obedience, during the thousand years of the Kingdom.
Moreover, those Ancient Worthies, while not members of the Kingdom, per se, which will be spiritual, will be members of that Kingdom in its earthly phase. They will be the Kingdom’s earthly representatives,
princes or rulers, in all the earth, as the Scriptures declare (
Psa. 45:16). We remember the words of Jesus to this effect:
“
Ye shall see Abraham, Isaac and Jacob and all the Prophets in the Kingdom,” but note He said not a word about Himself or His disciples being seen; properly so, because they, as spirit beings, will be invisible to men.” (Harvest Gleanings Three, Page 25)
The Lord here in this last was speaking to the religious rulers of his day (the Scribes and Pharisees), they believed in the earthly phase of the kingdom and as such envisioned that as the leaders of the people then they would likewise make up the nucleus of the government in the kingdom to come, but alas the Lord had already appointed that position to the faithful worthies of the past.
It is admitted by none less than our Lord himself (
Matt 11:11) that John the Baptist was the greatest of the prophets of the past (the Old Testament saints) and yet our Lord stated that the least in the kingdom of heaven (the spiritual phase of the kingdom) would be greater than he, why do you suppose he said this?
Why is the least in the Kingdom greater than John? Simply from the fact that the greatest of the Old Testament worthies were merely
servants and friends, and the least in the Kingdom are
sons, and no servant or friend holds as high a place in the estimation of a father as a son;
so the least in the kingdom (the heavenly phase)
being a son, is greater than the greatest of the servants (of the earthly phase).
One must be begotten of the spirit, begotten of a new nature, a spirit nature in order to enter the heavenly phase of the kingdom and this opportunity was not given to any until following the sacrifice of our Lord and then only after Pentecost. The worthies of the past including John all lived and died prior to the opening of the high calling, and so they cannot share in the heavenly kingdom.
So then in answer to your question:
When did the OT saints go to Heaven?
They haven’t.