Here is my take.
Total personal freedom would be a state of anarchy or anti-statisem. I guess it never existed or been tried because it’s a complete utopia, and didn’t evolve into existence with time, because it is unnatural to human nature. On the other hand capitalism and democracy is natural to our nature, both exist with good results.
The nation of most free people would be a nation without any social structure (political, economical, judicial, educational, etc), as structure implies order and set of rules for citizens. Any social structure takes away freedom. If it happened it would be a very short lived nation, vanishing from earth quickly.
So the question is how much personal freedom is allowed, and still country is orderly, prosperous and strong?
Too much freedom is as bad as not enough freedom. Both extremes can ruin a country, that’s why we see constant see-saw effect, freedom against the laws and regulations, in all democracies.
Now answering the question “What does it mean to be free?”
I don’t know what it means in other countries except Canada, versus communist Poland. Needless to say that in Poland, with communist party regime, I was starving for freedoms in almost every aspect of life. In Canada I’m happy with my freedoms, though the country is not totally free, still a British colony, hehe.