Towards the end of Season 2, Todd joins a cult-like improv group. Not long after, Aaron Paul starred in cult drama The Path.
In "Later", BoJack wins the Golden Globe for "Best Musical/Comedy" for his book, "One Trick Pony", which he's upset with, as the book was more of a Drama, than a Musical or a Comedy (and for the fact that it's a book, whereas the Golden Globes are to acknowledge movies and television). Just two years later, the Golden Globes fell under real life scrutiny for nominating (and awarding) The Martian in the same category, despite many (including the film's own director) arguing that the movie was more of a drama.
In January 2017, about two and a half years after "Our A Story is a D Story", someone actually vandalized with the Hollywood sign. Unfortunately, the name "Hollyweed" didn't last the same way "Hollywoo" did.
Even funnier? In the scene, Mr. Peanutbutter's business accountant, Oxnard, openly talks about the move with disdain (even if he doesn't outright say it, he clearly thinks it is a stupid idea and a waste of money). Oxnard's voice actor, Jake Johnson, would end up starring in the Tag film.
Mr. Peanutbutter reading off the wrong names for the Oscar Nominations was made extra hilarious when the Oscars announced the wrong winner in 2017.
A few years after the digital Bojack in Secretariat, a movie studio named Magic City Films actually announced they'd be using a digital recreation of James Dean in their upcoming film Finding Jack, leading to them being roundly ridiculed.
After being made a pariah, Bojack meets up with fellow Hollywoo powder keg Vance Waggoner and they collaborate on a new film together. In real life, problematic actors Mel Gibson and Sean Penn co-starred in The Professor and the Madman.
In "The View For Halfway Down", Zach Braff points out that he's best friends with Donald Faison in real life. Not long after the episode aired, Braff started a Scrubs recap podcast with Faison called Fake Doctors, Real Friends.
Mr. Peanutbutter describing Felicity Huffman as a "beloved actress of film and television" in "Stupid Piece of Shit" might prompt ironic laughter nowadays, after Huffman was implicated in the 2019 college admissions scandal.
In "Commence Fracking," Princess Carolyn gets a watch called an "iOvulate" that tracks her fertility. Five years later, the Apple Watch Series 8 introduced fertility and ovulation tracking, though unlike the iOvulate, Harvey Fierstein doesn't give the updates.
Gina's favorite musical, A Kernel of Truth, is a ridiculous musical about corn. Now it looks like a retroactive parody of the Broadway musical Shucked, a (deliberately) ridiculous musical about corn.