Wooser is as uneven as Nichijou. Fortunately, it's similarly brilliant at its peaks. I thought ep.5 of the current season was pretty amazing, although not in the way of some kind of dramatic or artistic quality. Here's how it works.
At its core, Wooser is an advertisement machine nowadays. Well, it always was like that. For instance, the greatest episode of S2 was the collaboration with Idolm@ster, where Wooser praises the adjective "slender", while Chihaya is projected in her movie outfit. Still, the creators learned to run with it even better than before.
As an aside, the whole thing reminds me of Danny Choo a lot. It's the same absolutely relentless push of merchandaising, that miraculously fails to become crass and worthless.
So, nowadays, when they turn to the good old comedy content, it attains a quality of eerie suspension above the reality, while referring to whatever it is they are mocking. Allow me to illustrate with retelling -- not that I would ever hope to match the IKnight, the greatest anime reteller of all time, but yes, the same idea.
We begin with Wooser creating an own multi-clone, Wooser 53, who in turn meets Miss Monochrome. The two hit it off immediately and form an idol unit. You can already see the cameo, aka "collaboration", serving as a basis for what's to come. As they start to hit fame and fortune, Wooser 53 and Miss Monochrome split, with the former flopping and the latter continuing her raise. It is a lifetime for the two, compressed into 10 seconds. Finally, we are shown a scene where Wooser 53 and Wooser's Companion attend a Miss Monochrome's gala. Wooser 53 dies there and then, and the last thing he sees is Miss Monochrome's idol brilliance.
But that is not all, oh no. When Companion sees that Wooser 53 is dead, she starts talking to him, saying "Wooser no baka!" and "Look how she's shining" (she's not clutching his limp body, but it's basically that kind of scene). I think the greatest touch about it, you cannot even tell if they are lampooning this popular tear-jerking move, paying a homage to it, or aiming for something else entirely. It is a thing in itself and in the same time it derives its power from the connection with its context.
They unwind the emotions by cutting to the scene of Wooser 53's funeral, where a Companion eulogises him as "a real trash of a man".