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264: The work tricks I stole from stand-up comics

4 min

Today's essay comes from stand-up comedy. I know — "wtf does that have to do with my career?" After trying it, I realized comedy isn't just an art — it's a science. Comedians are way more technical than I imagined, and there are things they do that we can apply to work.

Ever since watching my first Chris Rock special, Bring the Pain, I’ve been a huge stand-up comedy fan. 

On the one hand, it’s a great form of entertainment. But also, I reckon it  benefits my career too: after a long stressful week, laughter is the ultimate therapy.

That said…

While I’ve enjoyed it from the side-lines, the prospect of actually doing stand-up comedy was terrifying. 

(If public speaking is scarier than death, what does that say about public joke-telling?)

And that’s when I realized…

If I was so scared of it, that meant only one thing:

I HAD to try it. 

So that’s why, on a cold Thursday night in August last year, your ‘ol buddy Rohan trudged nervously into a hall for the first session in a 3 month block of a stand-up comedy course.

I’m not gonna lie…

Before most sessions… I was nervous. 

Like, really nervous. 

But by the end of the 3-months, it turned out to be an amazing experience. And what’s more, it also taught me some very valuable “nuggets” for our careers too.

👋 that’s me (…bombing on stage)

And that’s what I want to share with you in today’s issue of Coached.

Let’s go.

🌪️ Get to the point. Quick!

All jokes are made up of two parts: a set-up, and a punchline. The set-up is what ‘sets up’ the joke, the punchline is when the audience laughs.

For example, a Steve Martin classic:

(Notice how the set-up’s important. Just saying ‘I hate necks’ isn’t funny on its own. Even though it’s the part that makes people laugh.)

Now, here’s the thing to remember: 

The goal of standup is to be as concise as possible with the set-up.

Because people’s attention spans are so low nowadays, if you start rambling, they’ll drift off and get lost for the punchline.

who’s guilty of this! moi aussi

🗃️ A tale of two jokes

To show you what I mean, here’s two versions of a joke I just wrote off the top of my head. 

(I know it’s pretty lame - I tried to come up with something career-related to stress my point!)

Version A:

Version B: 

(ba-dum-tshh)

Notice how the joke’s equally funny (if not more so) with a shorter setup. With the long setup, the unnecessary details just water it down. 

Now…

What does this have to do with your career?

Well, short “set-ups” are just as important in the professional world, too.

Which leads me to my next point:

✂️ Trim the fat!

To be as efficient as possible with the “set-up”, you have to be as ruthless as possible about trimming the fat. 

=> whenever we’re writing an email, or designing a presentation, ask yourself: 

Is this word / sentence / paragraph necessary?” 

If the answer’s “no,” cut it!

Here’s a simple example of what I mean. I’ve trimmed the ‘fat’ with the struck out text:

The trimmed email looks like this:

I over-trimmed stuff to make my point. The earlier you are in your career, you need a couple more niceties, but drop them as you become more senior.

⏱️ Master the elevator pitch

Comics often need to explain their style in just a few seconds to land gigs. It's like the world's shortest, high-stakes elevator pitch.

In your career, you need this skill too. Can you summarize your project, your role, or even your entire career in 30 seconds?

Practice this. It'll come in handy more often than you'd think – whether you're networking, interviewing, or pitching ideas to senior leadership.

🌀 Catch the rambler

One area I really sharpened after I hung up my standup hat — a distinguished career, I know ;) — was my speaking.

Specifically, I started rambling less during conversation. I became much better at catching myself going off on a tangent, and getting back on topic.

So my advice?

Try to catch yourself when you start to ramble, too.

Especially in meetings. Chances are, your ramblings are far less interesting to the team than they are to you.

There's more I learned from stand-up that applies surprisingly well to our careers that I can share in a potential part 2. But tell me if I hit the mark with this one first.

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