Neal Brennan, by his own admission, is not a household name.
But if youโve watch some of the seminal comedies of the 21st century, youโve likely seen him name fly by during the opening credits. Early in his career, Brennan was writing for Kenan Thompson and Amanda Bynes on All That, then he penned the cult cinema favorite Half Baked and laterย co-created the Comedy Central landmark sketch series Chappelleโs Show. Since the showโs abrupt ending in 2006, the respected writer has dropped into the writing rooms of The Daily Show with Trevor Noah and Saturday Night Live and written for Seth Meyers at the White House Correspondents Dinner.
Thatโs a resume most would be satisfied with (or more likely kill for), but the 44-year-old Brennan is far from content โ and has elected to push himself down the hardest avenue available: stand-up comedy.
But why?
โIโve done everything I can do and remain this not very famous,โ the comic deadpans more seriously than you might expect. โStand-up is the absolute hardest; joke writing is the hardest! I was talking to a friend of mine Kenya Barris, who created Black-ish. We were having a meeting and he said something about having a visual style and directing โ and I said: Kenya, NOTHING is harder than writing comedy. I have friends that go from writing comedy to directing and theyโre like, am I gonna be OK? YEAH โ YOU ALREADY DID THE HARDEST THING. Itโs the hardest because you get NO help. Youโre completely on your own, and youโre starting from scratch. You have to have the idea, you have to have the cap, you have to do everything by yourself, every step of logic. And itโs just an instinct, its not reallyโฆ you can go to NYU film school, but you canโt go to NYU joke writing school. There is no NYU School of Funny!โ
Fair enough, but even Brennan acknowledges his career is more backward. His debut stand-up hour 3
Mics dropped on Netflix just last year, but offered something ground-breaking to the all-too-familiar special formula. 3 Mics featured Brennan oscillating between three different forms of stand-up comedy, the first traditional, the second for one-liners only and the third was what he titled โemotional stuff.โ With big laughs and big silences, the special was a risk that paid off, creating a calling card for Brennan to reinvent himself as a headliner.
Yet, the comicโs stop at the House of Blues will only feature one microphone. โIโm sorry, but the innovation is over!โ he laughs. โIt’s not innovative, but itโs just like good stand-up. I donโt have any more sad stuff, Iโm all out it. The kernel of 3 Mics was having jokes left over from Twitter. I was like, I would like to use these jokes. There was the need to use these jokes โ donโt want to waste ’em. People in Africa are starving for good jokes! And then I would listen to The Moth and shows like that, storytelling shows, and I was like, I think I can do this. And figuring out exactly what I would do on one of those kind of shows and that became 3 Mics.โ
While heโs not swearing off anything (โItโs not like, NEVER AGAIN WITH THE SKETCHESโ), Brennan is happy to point out the benefits to being a stand-up first. โYou do a movie, right? It takes a year and a half to even hear if the joke works! You do stand-up, I could write a joke tonight and do it. I write a joke at 9 and I have a spot tonight at the Comedy Store, Iโll know if thatโs a good joke or not by 10. With a movie, so-and-so has got to read it, then we got to get him to commit, and we scout locations and just a bunch of stuff that impedes an otherwise natural reaction.โ
Nevertheless, itโs hard for Brennan to deny the fun of popping in on a landmark writerโs room for a spell. โSNL is a very glamorous โ itโs a horrible and at-the-same-time glamorous week.ย Itโs more glamorous than The Daily Show or any of these other shows because it’s once a week; thereโs music; it’s 45 years old. It feels like Show Biz with a capital S. I think Iโm one of those guys [who can just show up], and Iโm like: hey, do this!โ
While perhaps not as โglamorous,โ many people probably first saw Nealโs face when he started making occasional desk stops at the revamped Comedy Central talk show under the low-key billing as โTrevor Noahโs Friendโ in 2016. โThe Daily Show is hard, man!โ he exclaims. โIโll write a draft, then Iโll write a draft with two writers, usually my friend Devin [Delliquanti], a writer there. The thing thatโs hard about it is: you rehearse at 3, then a re-write, then a taping at 6:30, often when itโs the first time youโve heard the joke out loud in public. Itโs not optimal, thereโs no dress rehearsal. That can be treacherous, weโll say.โ
One interesting gift TV has over stand-up? Manpower! โWhen you write on TV, itโs 14 people helping you,โ the Emmy-nominee elaborates. โOn SNL or The Daily Show, you can get like: hey, we need a metaphor here. And theyโll send like a mass call to all the writers, and everyone will go through what is called a gang. Everybody jumps in and throws in a metaphor or whatever. The thing with stand-up is Iโll just try it out. But with stand-up, you get no support. Nobody is helping you.โ
Nobody is helping with your stand-up, unless you yourself on a high profile stand-up tour. What does Brennan think about the possibility of touring with his old boss, Dave Chappelle โ who just headlined a monster show in Houston with former Daily Show host Jon Stewart? โMy dream with Dave is I need to get more famous. Otherwise itโs too much like heโs doing me a big favor. Him and Jon are at least in the same hemisphere of fame. For me itโd be like Dave Chappelle! โฆ plus, Neal Brennan.โ
Brennanโs performance is scheduled for 7:30 p.m. on Friday, October 19 at 1204 Caroline. For information, call 888-402-5837 or visit houseofblues.com/houston. $29-62.
This article appears in Jan 1 โ Dec 31, 2018.

