The Preacher decides to run a deliberate experiment on himself. If wisdom brings only grief, maybe pleasure is the answer. So he goes all in: wine, laughter, massive construction projects, houses, vineyards, gardens, orchards, water pools, servants, livestock, silver and gold, singers, and musical instruments of every kind. He becomes greater than anyone before him in Jerusalem. Whatever his eyes desired, he did not withhold. And importantly, he did this with his wisdom still intact; he wasn't being reckless, he was testing the question scientifically. For a time, it works in one sense: his heart found real joy in the work itself: the building, the creating, the achieving. That enjoyment was real.
But then comes the moment of reckoning. He steps back and surveys everything his hands had built and all the labor he had poured out, and it's all vanity, a chasing after wind. Nothing gained.
At this point the Preacher doesn't immediately despair. He turns to compare wisdom against folly one more time. He sees that wisdom is genuinely better than folly, as light is better than darkness. The wise man sees where he's going; the fool stumbles in the dark. And yet, one fate comes to them both. The wise man dies just like the fool, and in time both are forgotten equally. This is the blow that finishes him: 'Why was I then more wise?' If wisdom and foolishness end in the same grave, what was it worth?
So the Preacher says plainly: he hated life. The work done under the sun felt grievous to him. He hated all his labor too, because he would have to leave it to whoever comes after him, and who knows whether that person will be wise or a complete fool? Someone who did none of the work will control everything he built. His days are full of sorrow, his labor is grief, and he cannot even rest at night.
But then something shifts. Out of that darkest moment comes a quiet and grounded conclusion: there is nothing better for a person than to eat and drink and find satisfaction in their work. Not as a grand answer, but as a gift, something that comes from the hand of God. Simple, daily, present. This chapter ends not with triumph but with the smallest possible foothold, and it's enough.