Rand asks Lews Therin, "Why did you remake the prison with a flaw?" and Lews Therin basically replies that the female Aes Sedai condemned his plan and wouldn't go along with it, and tries to blame them but then goes off on one of his Ilyena tangents.

I think this is massively significant. Ever since the world book came out, there seems to have been this assumption that the information in it was known to Rand and co, since the world book was apparently a historical text written in Rand's time. However this turns out not to be the case. Rand has no idea about the Fateful Concord, Latra Posae Decume or the split in the Hall of the Servants that led Lews Therin to take only men to attack Shayol Ghul.

This to me confirms that the 'flaw' in the prison is because the prison was made out of the combined, full might of the One Power: saidin and saidar together. And saidin by itself could not repair the Bore, only tighten it closed and give the Dark One the chance to eventually break through again (and taint saidin at the same time), albeit not for 3500 years.

So that gives us the answer to the entire situation: Rand cannot re-seal the Dark One's prison by himself, not without re-tainting saidin. He needs to take female channelers with him when he does the Assault on Shayol Ghul II or it's game over. And if the women try to do it solo, saidar will be tainted next time.

Assuming that is the case, it'll be interesting to see how long it takes for Rand to realise that.