There is results-oriented libertarianism (this guy) and then there is process libertiranism (Ron Paul).
The guy you posted is describing a system where everyone starts off on an even playing field and therefore has the freedom to do "whatever" (within the means the govt provides to them) they want with their life. This system would be one with massive public expenditures on things like transportation and education either in addition to or instead of the welfare spending and entitlements we have now. The idea is equalizers in transportation and education when one is young will even the playing field and from there create a fairer society that affords people more choice in their future. Ideally, in this system everyone would be born into the same exact wealth, and then only decisions made from there on out by the individual would determine differences in wealth between people. The idea is THIS is what it would mean to truly be "free."
Basically instead of being cradle to grave socialism, it would be cradle to the end of college socialism.
Ron Paul libertarianism on the other hand has no equalizers, allowing wealth to accumulate within family lines creating inequality long-term inequality. There's freedom in the fact that government won't be taking your money and you can spend all of your money on what you choose, but many people will be severely limited in what they can do with their life.