“He found no chance to repent, though he sought it with tears.”
Esau couldn’t turn back the clock and undo losing his birthright and blessing to Jacob. That’s really what the writer to Hebrews is talking about here. Genuine repentance for sin and reconciliation with God are always options unless your heart is so hard you would never do it or your mind so dull you don’t realize it’s necessary or desirable.
But a do-over that gives you back the thing you lost? That’s rarely possible, and it wasn’t for Esau. Blessing and birthright were gone forever. So Esau experienced all kinds of regret but no real repentance.
What we’re seeing in the mainstream American media for the last week or two is the tears of Esau. In some cases, they are the tears of a crocodile. But the clock will not roll back regardless.