Nobody mentioned the Man in this video, but Man or not, you still have freedom. Viktor Frankl rightly and with dignity argued for human freedom to extend beyond external action, beyond internal action, to the very attitudes we have toward the world. And he formulated this in the midst of Auschwitz, where he noticed his friends who "gave up" with an attitude of resignation had a much higher chance of ending up dying well before those who had a meaning, and therefore a hopeful attitude, to live for beyond the camps.
Theirs was an infinitely worse situation than any Orwellian nightmare, and, alas, the point of this thread isn't to the Man at all. It's just a hypothetical.
Yes.
I think your conception looks backward from a sort of libertarian political conception of freedom, rather than neutrally at a question of what fundamentally constitutes freedom. Not the freedom for external movement or (as you seem to hold) the freedom to have a preferable state of affairs, but the ability, quite simply, to change your very inward states and attitudes. "Be transformed by the renewing of our minds..." Freedom begins inwardly.