Hard, but not impossible I think.
Matt 27:57; When it was evening, there came a rich man from Arimathea, named Joseph, who himself had also become a disciple of Jesus.
Luke 19:2; And there was a man called by the name of Zaccheus; he was a chief tax collector and he was rich.
Luke 19:9; And Jesus said to him, "Today salvation has come to this house, because he, too, is a son of Abraham.
Hi B-A=C, i would say very, very ,very hard, but as you say, "not impossible", for as Christ said, "with God everything is possible.",
The quote from Matthew, about Joseph of Arimathea, is i believe one of the very few occasions in the Gospels where the Rich are mentioned and not condemned, and i have heard it said that God used Joseph to provide Christ with a tomb, a sepulchre hewn from the rock, from which Christ could rise, or perhaps being a Rich man his influence with Pilate in begging the body of Christ would be far greater than the mainly poor masses that followed Christ. And although it doesnt say in the gospels, being a Disciple of Christ and Rich, perhaps Christs teachings on Wealth and Riches would have persuaded him to forsake his wealth. we just dont know.
As for Zacchaeus, in Luke 19 vs 3-8 it says,
3 And he sought to see who Jesus was, but could not because of the crowd, for he was of short stature. 4 So he ran ahead and climbed up into a sycamore tree to see Him, for He was going to pass that way. 5 And when Jesus came to the place, He looked up and saw him, and said to him, “Zacchaeus, make haste and come down, for today I must stay at your house.” 6 So he made haste and came down, and received Him joyfully. 7 But when they saw it, they all complained, saying, “He has gone to be a guest with a man who is a sinner.”
8 Then Zacchaeus stood and said to the Lord, “Look, Lord, I give half of my goods to the poor; and if I have taken anything from anyone by false accusation, I restore fourfold.”
I think vs 8 is the clincher, its only after Zacchaeus vows to give half of his goods to the poor and give back 4 times that which he obtained through extortion and corrupt practices, which i believe was the basis of a Chief Publicans wealth, and would have left him virtually penniless, that Christ pronounced" Today Salvation has come to this House....."
A situation i believe comparable to our own lives today where the wealth and riches we possess are often as the result of a corrupt and unjust world economic system that puts the wealth of the many into the hands of the few.