He's been making tunes through the decades but he was definitely most prolific in the 60s. Since he's done a bunch of movies, he has always been in the public eye. His wife of many years is Françoise Hardy, a pretty famous singer that also get her start in the 60s.
In the 80s, he teamed up with a monument of French music, Serge Gainsbourg, for an album called "Guerre et Pets" ("War and Farts"), a play on words at the expense of Tolstoï's novel, "Guerre et Paix".
I think he's been wearing Ray Ban sunglasses since the 80s.
Il est 5h, Paris s'éveille
L'Opportuniste. In the vid, you can see seated from left to right: Jean Yanne, Sacha Distel, Gilbert Bécaud, Francis Blanche, and Joe Dassin who seem to play around with their jackets. It's because Jacques says "je retourne ma veste" in the chorus. "Retourner sa veste" (literally, "turn one's jacket inside out") is an expression often used in politics, when a politician changes his mind about something (being opportunistic, thus the title of the song). This song was covered in the 80s by Indochine.
L'Hymne à l'Amour. This is from "Guerre et Pets" and the lyrics are typical of Gainsbourg, that is, not too politically correct.