“Grief, when it comes, is nothing like we expect it to be,” Joan Didion observed in her classic meditation on loss. Abraham Lincoln, in his moving letter of consolation to a grief-stricken young woman, wrote of how time transmutes grief into “a sad sweet feeling in your heart.” But what, exactly, is the mechanism of that transmutation and how do we master it before it masters us when grief descends in one of its unforeseeable guises?

Long before Didion, before Lincoln, another titan of thought — the great Roman philosopher Lucius Annaeus Seneca — addressed this in what might be the crowning achievement in the canon of consolation letters, folding into his missive an elegant summation of Stoicism’s core tenets of resilience.

In the year 41, Seneca was sentenced to exile on the Mediterranean island of Corsica for an alleged affair with the emperor’s sister. Sometime in the next eighteen months, he penned one of his most extraordinary works — a letter of consolation to his mother, Helvia.

Helvia was a woman whose life had been marked by unimaginable loss — her own mother had died while giving birth to her, and she outlived her husband, her beloved uncle, and three of her grandchildren. Twenty days after one the grandchildren — Seneca’s own son — died in her arms, Helvia received news that Seneca had been taken away to Corsica, doomed to life in exile. This final misfortune, Seneca suggests, sent the lifelong tower of losses toppling over and crushing the old woman with grief, prompting him in turn to write Consolation to Helvia, included in his Dialogues and Letters (public library).

Although the piece belongs in the ancient genre of consolatio dating back to the fifth century B.C. — a literary tradition of essay-like letters written to comfort bereaved loved ones — what makes Seneca’s missive unusual is the very paradox that lends it its power: The person whose misfortune is being grieved is also the consoler of the griever.

Seneca writes:

Dearest mother,

I have often had the urge to console you and often restrained it. Many things have encouraged me to venture to do so. First, I thought I would be laying aside all my troubles when I had at least wiped away your tears, even if I could not stop them coming. Then, I did not doubt that I would have more power to raise you up if I had first risen myself… Staunching my own cut with my hand I was doing my best to crawl forward to bind up your wounds.

But what kept Seneca from intervening in his mother’s grief was, above all, the awareness that grief should be grieved rather than immediately treated as a problem to be solved and done away with. He writes:

I realized that your grief should not be intruded upon while it was fresh and agonizing, in case the consolations themselves should rouse and inflame it: for an illness too nothing is more harmful than premature treatment. So I was waiting until your grief of itself should lose its force and, being softened by time to endure remedies, it would allow itself to be touched and handled.

[…]

[Now] I shall offer to the mind all its sorrows, all its mourning garments: this will not be a gentle prescription for healing, but cautery and the knife.

In consonance with his strategy for inoculating oneself against misfortune, Seneca considers the benefits of such a raw confrontation of sorrow:

Let those people go on weeping and wailing whose self-indulgent minds have been weakened by long prosperity, let them collapse at the threat of the most trivial injuries; but let those who have spent all their years suffering disasters endure the worst afflictions with a brave and resolute staunchness.
Everlasting misfortune does have one blessing, that it ends up by toughening those whom it constantly afflicts.

In a sentiment of uncompromising Stoicism, he adds:

All your sorrows have been wasted on you if you have not yet learned how to be wretched.

Observing the particular difficulty of his situation — being both his mother’s consoler and the subject of her grief — Seneca finds amplified the general difficulty of finding adequate words in the face of loss:

A man lifting his head from the very funeral pyre must need some novel vocabulary not drawn from ordinary everyday condolence to comfort his own dear ones. But every great and overpowering grief must take away the capacity to choose words, since it often stifles the voice itself.

Instead of mere words, Seneca proceeds to produce a rhetorical masterpiece, bringing the essence of Stoic philosophy to life with equal parts logic and literary flair. He writes:

I decided to conquer your grief not to cheat it. But I shall do this, I think, first of all if I show that I am suffering nothing for which I could be called wretched, let alone make my relations wretched; then if I turn to you and show that your fortune, which is wholly dependent on mine, is also not painful.

First I shall deal with the fact, which your love is longing to hear, that I am suffering no affliction. I shall make it clear, if I can, that those very circumstances which you think are crushing me can be borne; but if you cannot believe that, at least I shall be more pleased with myself for being happy in conditions which normally make men wretched. There is no need to believe others about me: I am telling you firmly that I am not wretched, so that you won’t be agitated by uncertainty. To reassure you further, I shall add that I cannot even be made wretched.

We are born under circumstances that would be favourable if we did not abandon them. It was nature’s intention that there should be no need of great equipment for a good life: every individual can make himself happy. External goods are of trivial importance and without much influence in either direction: prosperity does not elevate the sage and adversity does not depress him. For he has always made the effort to rely as much as possible on himself and to derive all delight from himself.

Echoing his animating ethos of deliberate preparation for the worst of times, he adds:

Fortune … falls heavily on those to whom she is unexpected; the man who is always expecting her easily withstands her. For an enemy’s arrival too scatters those whom it catches off guard; but those who have prepared in advance for the coming conflict, being properly drawn up and equipped, easily withstand the first onslaught, which is the most violent. Never have I trusted Fortune, even when she seemed to offer peace. All those blessings which she kindly bestowed on me — money, public office, influence — I relegated to a place whence she could claim them back without bothering me. I kept a wide gap between them and me, with the result that she has taken them away, not torn them away.

Seneca makes a sobering case for the most powerful self-protective mechanism in life — the discipline of not taking anything for granted:

No man has been shattered by the blows of Fortune unless he was first deceived by her favours. Those who loved her gifts as if they were their own for ever, who wanted to be admired on account of them, are laid low and grieve when the false and transient pleasures desert their vain and childish minds, ignorant of every stable pleasure. But the man who is not puffed up in good times does not collapse either when they change. His fortitude is already tested and he maintains a mind unconquered in the face of either condition: for in the midst of prosperity he has tried his own strength against adversity.

For this reason, Seneca points out, he has always regarded with skepticism the common goals after which people lust in life — money, fame, public favor — goals he has found to be “empty and daubed with showy and deceptive colours, with nothing inside to match their appearance.” But the converse, he argues, is equally true — the things people most commonly dread are as unworthy of dread to the wise person as the things they most desire are of wise desire. The very concept of exile, he assures his mother, seems so terrifying only because it has been filtered through the dread-lens of popular opinion.

With the logic of Stoicism, he goes on to comfort his mother by lifting this veil of common delusion. Urging her to “[put] aside this judgement of the majority who are carried away by the surface appearance of things,” he dismantles the alleged misfortune of all the elements of exile — displacement, poverty, public disgrace — to reveal that a person with interior stability of spirit and discipline of mind can remain happy under even the direst of circumstances. (Nearly two millennia later, Bruce Lee would incorporate this concept into his famous water metaphor for resilience and Viktor Frankl would echo it in his timeless assertion that “everything can be taken from a man but one thing: the last of the human freedoms — to choose one’s attitude in any given set of circumstances.”)

Seneca then comes full-circle to his opening argument that grief is better confronted than resisted:

It is better to conquer our grief than to deceive it. For if it has withdrawn, being merely beguiled by pleasures and preoccupations, it starts up again and from its very respite gains force to savage us. But the grief that has been conquered by reason is calmed for ever. I am not therefore going to prescribe for you those remedies which I know many people have used, that you divert or cheer yourself by a long or pleasant journey abroad, or spend a lot of time carefully going through your accounts and administering your estate, or constantly be involved in some new activity. All those things help only for a short time; they do not cure grief but hinder it. But I would rather end it than distract it.

Seneca points unwaveringly to philosophy and the liberal arts as the most powerful tools of consolation in facing the universal human experience of loss — tools just as mighty today as they were in his day. Commending his mother for having already reaped the rewards of liberal studies despite the meager educational opportunities for women at the time, he writes:

I am leading you to that resource which must be the refuge of all who are flying from Fortune, liberal studies. They will heal your wound, they will withdraw all your melancholy. Even if you had never been familiar with them you would have need of them now. But, so far as the old-fashioned strictness of my father allowed, you have had some acquaintance with the liberal arts, even if you have not mastered them. If only my father, best of men, had been less devoted to ancestral tradition and had been willing that you be steeped in the teaching of philosophy and not just gain a smattering of it: you would not now have to acquire your defence against Fortune but just bring it forth. He was less inclined to let you pursue your studies because of those women who use books not to acquire wisdom but as the furniture of luxury. Yet thanks to your vigorously inquiring mind you absorbed a lot considering the time you had available: the foundations of all formal studies have been laid. Return now to these studies and they will keep you safe. They will comfort you, they will delight you; and if they genuinely penetrate your mind, never again will grief enter there, or anxiety, or the distress caused by futile and pointless suffering. Your heart will have room for none of these, for to all other failings it has long been closed. Those studies are your most dependable protection, and they alone can snatch you from Fortune’s grip.

He concludes by addressing the inevitability of his mother’s sorrowful thoughts returning to his own exile, deliberately reframeing his misfortune for her:

This is how you must think of me — happy and cheerful as if in the best of circumstances. For they are best, since my mind, without any preoccupation, is free for its own tasks, now delighting in more trivial studies, now in its eagerness for the truth rising up to ponder its own nature and that of the universe. It seeks to know first about lands and their location, then the nature of the encompassing sea and its tidal ebb and flow. Then it studies all the awesome expanse which lies between heaven and earth — this nearer space turbulent with thunder, lightning, gales of wind, and falling rain, snow and hail. Finally, having scoured the lower areas it bursts through to the heights and enjoys the noblest sight of divine things and, mindful of its own immortality, it ranges over all that has been and will be throughout all ages.

The full letter was later included as an appendix to the Penguin edition of On the Shortness of Life (public library) — Seneca’s timeless 2,000-year-old treatise on busyness and the art of living wide rather than long. Complement it with these unusual children’s books about navigating grief, a Zen teacher on how to live through loss, and more masterworks of consolation from such luminaries as Abraham Lincoln, Charles Darwin, Alan Turing, and Albert Einstein, then revisit the great Stoics philosophers’ wisdom on character, fortitude, and self-control.