A great post, and a great convo between you and @apolymask. It is a difficult topic, and can take a lot of different direction. There are as many thoughts and ideas of what freedom is and I think a lot of it stems from:
He is therefore susceptible to persuasion."
We are taught what freedom is by the people who want and need slaves. We are all slaves to society in one way or another. Until people are capable of seeing the persuasion, we will always remain a slave in some respects.