A sign of interior freedom is the ability to recall one’s past with clear-eyed honesty. This, I think, is true as an individual as well as a collective (as a Christian or an American, say).
The honest recollection of failure is particularly useful. If we resist whitewashing or banishing our failures, they can teach us to live gracefully into the future. This recollection helps us take ourselves less seriously and ask for help more readily; that is, to live in freedom.
And on a lighter note: If we recall with clear eyes the power and tenderness of being accompanied by God and friends of God, we have the strength to live with interior freedom even in the moments when this accompaniment seems distant.