“In a conversation with the master jazz musician and Pulitzer Prize–winning composer Wynton Marsalis, he told me, “You need to have some restrictions in jazz. Anyone can improvise with no restrictions, but that’s not jazz. Jazz always has some restrictions. Otherwise it might sound like noise.” The ability to improvise, he said, comes from fundamental knowledge, and this knowledge “limits the choices you can make and will make”

“The idealized capitalist system first and foremost emphasizes “freedom from” external restrictions on one’s ability to rise in society’s ranks. At least in theory, people are given equal opportunity to succeed or fail based on their own merits. But a world without restrictions is a competitive one, and people who are more talented, harder working, or simply luckier will have an advantage. As a result, a wide variety of goods and services will exist, but not everyone will have access to the full range of choice available; some people may even be unable to afford basic necessities such as food, housing, and health care. The idealized communist/socialist system, by contrast, aims for equality of outcomes rather than of opportunities, guaranteeing all its members the “freedom to” obtain an adequate standard of living. The rub is that the additional resources given to those in need have to come from somewhere, or more specifically someone, which means reducing others’ “freedom from” and having the state commandeer their property and dictate their economic activities.”

“One could even argue that we have a duty to create and pass on stories about choice because once a person knows such stories, they can’t be taken away from him. He may lose his possessions, his home, his loved ones, but if he holds on to a story about choice, he retains the ability to practice choice.”

“Erich Fromm in his 1941 book "Escape from Freedom", about the nature of one of our culture’s most cherished values. Fromm argues that freedom is composed of two complementary parts. A common view of freedom is that it means "freedom from the political, economic, and spiritual shackles that have bound men,” which defines it as the absence of others forcibly interfering with the pursuit of our goals. In contrast to this “freedom from,” Fromm identifies an alternate sense of freedom as an ability: the “freedom to” attain certain outcomes and realize our full potential. “Freedom from” and “freedom to” don’t always go together, but one must be free in both senses to obtain full benefit from choice. A child may be allowed to have a cookie, but he won’t get it if he can’t reach the cookie jar high on the shelf.”

“Recommendations and categorization are both useful features to seek out when trying to make a difficult decision, because they can benefit our choices in two ways. They make the decision in question easier by allowing us to borrow the knowledge of experts or crowds, and they also help us to develop our own expertise more rapidly than we would if we chose without assistance. Learning what others consider good and relevant provides us with a general overview of a given field, catalyzing our understanding of it and the development of our preferences within it.”

“Life is a lot like jazz… it’s best when you improvise.”

“True choice requires that a person have the ability to choose an option and not be prevented from choosing it by any external force, meaning that a system tending too far toward either extreme will limit People’s opportunities. Also, both extremes can produce additional problems in practice. Aside from the fact that a lack of “freedom to” can lead to privation, suffering, and death for those who can’t provide for themselves, it can also lead to a de facto plutocracy. The extremely wealthy can come to wield disproportionate power, enabling them to avoid punishment for illegal practices or to change the law itself in ways that perpetuate their advantages at the cost of others, a charge often levied against the “robber baron” industrialists of the late nineteenth century. A lack of “freedom from,” on the other hand, can encourage people to do less work than they’re capable of since they know their needs will be met, and it may stifle innovation and entrepreneurship because people receive few or no additional material benefits for exerting additional effort. Moreover, a government must have extensive power over its people to implement such a system, and as can be seen in the actions of the majority of communist governments in the past, power corrupts.”