Structure. (coming soon)
Risk. (coming soon)
State. (coming soon)
Simplicity. (coming soon)

History

The Lessons of History by Will & Ariel Durant
A treatise that describes in a mere 128 pages the key themes that govern civilization. The simplest model for the past will no doubt will be of use in predicting the future

Big History Project by multiple authors
A project covering history from the Big Bang to modern times through the lens of eight increasing thresholds of complexity

The Earth and Its Peoples: A Global History by Richard Bulliet et al.
A non-European centric history text that hints not only the "what", but also the "why"

OtheR BOOKS

The Legal Analyst: A Toolkit for Thinking about the Law by Ward Farnsworth
An outline of the key thinking tools of modern legal analysis

How the Economic Machine Works by Ray Dalio
The macroeconomic theory behind the biggest hedge fund in the world

Whole Earth Discipline by Stewart Brand
A contrarian view of climate change and the technologies that will alleviate it

Other reading lists

The Manual for Civilization by the Long Now
A guide to MIRI's Research by Machine Intelligence Learning Institute
Books I'm Reading by Bill Gates