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Zeno told his students that he had come to value wisdom more than wealth or reputation. He used to say, “My most profitable journey began on the day I was shipwrecked and lost my entire fortune.”6 Even today it’s not unusual for a client in therapy to arrive at the paradoxical revelation that losing their job may turn out to be the best thing that ever happened to them. Zeno learned to embrace the Cynic teaching that wealth and other external things are completely indifferent and that virtue is the true goal of life. In plain English, what the Cynics meant was that our character is the only thing that ultimately matters and that wisdom consists in learning to view everything else in life as utterly worthless by comparison. They believed that mastering this attitude required lifelong moral and psychological training in the voluntary endurance of hardship and renunciation of certain desires.

However, in contrast to the Cynics, other philosophers argued that “external goods”—such as health, wealth, and reputation—were also required for a good life, in addition to virtue. The problem is that these external things are partly in the hands of Fate, which seems to make a good life unattainable for many individuals. Socrates, for instance, was notoriously ugly by Athenian standards, lived in relative poverty, and died persecuted by powerful enemies. Would his life have been better, though, if he’d been handsome, wealthy, and praised by everyone? Didn’t his greatness consist precisely in the wisdom and strength of character with which he handled these obstacles in life? As we’ll see, Zeno’s innovation was to argue that external advantages do have some value but of a completely different sort than virtue. They’re not always completely indifferent. For Stoics, virtue is still the only true good—the Cynics were right about that—but it’s also natural to prefer health to sickness, wealth to poverty, friends to enemies, and so on, within reasonable bounds. External advantages such as wealth may create more opportunities but in themselves they simply don’t have the kind of value that can ever define a good life.

Zeno was profoundly inspired by his early training in Cynicism. Nevertheless, he sought to moderate and broaden its teachings by combining them with elements from the other schools of Athenian philosophy. His wide-ranging studies had convinced him that intellectual disciplines such as logic and metaphysics could potentially contribute to the development of our moral character. Zeno therefore established a curriculum for Stoicism divided into three broad topics: Ethics, Logic, and Physics (which included metaphysics and theology). The Stoic school he founded had a series of leaders, or “scholarchs,” and a set of characteristic core doctrines, but students were also encouraged to think for themselves. After Zeno died, Cleanthes, one of his students, who had formerly been a boxer and watered gardens at night to earn a living, became head of the Stoic school; he was followed by Chrysippus, one of the most acclaimed intellectuals of the ancient world. Between them, these three developed the original doctrines of the Stoic school.

The teachings of Zeno and Cleanthes were simple, practical, and concise. True to his Cynic roots, Zeno focused on improving the character of his young students while avoiding long-winded academic debates. When someone complained that his philosophical arguments were very abrupt, Zeno agreed and replied that if he could he’d abbreviate the syllables as well. However, Chrysippus was a prolific writer and developed many arguments—we’re told he wrote over seven hundred books. By his time, it had become necessary to defend Stoicism against philosophical criticisms leveled by other schools, especially the emerging Academic Skeptics, and that required formulating increasingly sophisticated arguments. On the other hand, Cleanthes, the teacher of Chrysippus, was not a great intellectual. According to legend, Chrysippus often said that it would be better if Cleanthes just cut to the chase and taught him the conclusions of the Stoic school so he could figure out better supporting arguments himself. Today many students of Stoicism adopt a similar attitude: they’re attracted to the Stoic worldview but prefer to “update” it by drawing upon a wider range of arguments from modern science and philosophy. Stoicism was never intended to be doctrinaire. Chrysippus disagreed with Zeno and Cleanthes in many regards, which allowed Stoicism to keep evolving.

The original Stoic school survived for a couple of centuries before apparently fragmenting—into three different branches, according to one author. We’re not sure why. Fortunately, by that time the Romans of the Republic had started to embrace Greek philosophy and felt a particular affinity for Stoicism. The celebrated Roman general who destroyed Carthage, Scipio Africanus the Younger, became a student of the last scholarch of the Stoic school at Athens, Panaetius of Rhodes. In the second century BC, Scipio gathered around himself a group of intellectuals at Rome known as the Scipionic Circle, which included his close friend Laelius the Wise, another influential Roman Stoic.

The famous Roman statesman and orator Cicero, who lived a couple of generations later, is one of our most important sources for understanding Stoicism. Although he was a follower of the Platonic Academy, Cicero nevertheless knew a great deal about Stoic philosophy and wrote extensively on the subject. On the other hand, his friend and political rival Cato of Utica was a “complete Stoic,” as Cicero puts it, a living example of Stoicism, but didn’t leave any writings about philosophy. After his death, making a stand against the tyrant Julius Caesar during the great Roman civil war, Cato became a hero and an inspiration to later generations of Stoics.

Following Caesar’s assassination, his great-nephew Octavian became Augustus, the founder of the Roman Empire. Augustus had a famous Stoic tutor called Arius Didymus, which perhaps set a precedent for the Roman emperors who followed, most notably Marcus, to associate themselves with the philosophy. A few generations after Augustus, the Stoic philosopher Seneca was appointed rhetoric tutor to the young Emperor Nero, later becoming his speechwriter and political advisor—a position that clearly placed a strain on Seneca’s Stoic moral values as Nero degenerated into a cruel despot. At the same time, a political faction called the Stoic Opposition, led by a senator called Thrasea, was attempting to take a principled stand against Nero and those subsequent emperors whom they considered tyrants. Marcus would later mention his admiration for Cato, Thrasea, and others associated with them, which is intriguing because these Stoics had been famous opponents, or at least critics, of imperial rule.

Emperor Nero, by contrast, was less tolerant of political dissent from philosophers, and he executed both Thrasea and Seneca. However, Nero’s secretary owned a slave called Epictetus, who became perhaps the most famous philosophy teacher in Roman history after gaining his freedom. Epictetus himself wrote nothing down, but his discussions with students were recorded by one of them, Arrian, in several books of Discourses and a short Handbook summarizing the practical aspect of his teachings. The Stoics that Marcus knew personally were probably influenced by Epictetus, and some had likely attended his lectures. Indeed, we’re told that Marcus was given copies of notes from these lectures by his main Stoic tutor, Junius Rusticus, so it’s no surprise to find that Epictetus is the most quoted author in The Meditations. Marcus probably saw himself mainly as an adherent of Epictetus’s version of Stoicism, although the two never met in person.