Freakonomics Twentieth Anniversary Edition: A Rogue Economist Explores the Hidden Side of Everything by Steven D. Levitt and Stephen J. Dubner
This is a classic book on economics applied to everyday life. The views to be very politically agnostic, with a focus on what the data says. Very often the data tells something different than conventional wisdom. In one controversial piece, a strong correlation is found with legalized abortion and later drops in crime rates. The theory logically holds - if children are unwanted there are more likely to seek life of crime. However, this doesn't mean it leads to a policy. (If one assigns a non-zero value to the life of a fetus, then the trade off becomes much harder to justify and becomes more like Minority Report crime prevention.)
This relates to conversation about drug dealers. Being a low level drug dealer pays poorly and carries high risk, but it is one of the few opportunities visible in the projects. The top of the chain do live well, but only very few get there. The underground economy actually operates very similar to typical corporate structures.
Parenting may seem like a solution. However, the biggest parenting correlations are with what the parent is rather than what they do. Even safety structures like car-seats provide little benefit. Television watching doesn't correlate with outcomes. Books in the house does. However, just getting books in the house will not likely make kids better. Schools are somewhat irrelevant. With school choice system, those that make the great schools perform similar to those that don't. The attributes that cause one to seek out the school tend to be more important than the school itself.
The book has many other insights that seem counter-intuitive, yet make sense and has aged well.