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Happy Sunday you beauty.
Iâm not the most knowledgeable writer, but I like writing funny stuff. Iâve wrote satire pieces making fun of the ChatGPT 4o sexy voice, virtual band concert during pandemic, and Kickstarter campaigns.
Being able to write funny is a secret weapon to growth. Today I wanna talk about it.
Main Questâī¸
Funny how?

Hereâs the current reality: we donât want to be educated anymore. We want to be entertained.
Itâs not just about âgrabbing attentionâ anymore; your audience isnât dumb. They know where to find information and how to learn at their own pace.
If youâre a small startup, you probably donât have the trust capital and brand recognition that make your audience believe what youâre saying is true.
The best content is enjoyable. Thatâs why people read Jack Raines and Kyla Scanlonâs newsletters instead of wading through boring-ass finance news.
So, how do you make your content entertaining? The quickest way is to sprinkle in some humor.
Look at why Morning Brewâs videos always go viral or why the funniest moments on My First Million stick with you. When the audience sees that youâre having fun, they believe youâre authentic.
Creating content as a small startup is like being a 5/10 guy trying to hit on a 9/10 blonde at the bar whoâs probably a Victoriaâs Secret model. You might not have a lot going for you, but if you can make her laugh, youâve got a shot.
Iâve already covered Meme Marketing, which is the fastest track to funny. But why stop there? Think about how to add humor to all your content.
Hereâs some tips to make your writing funnier
Think of your content as a comedy piece:
In sitcoms, writers are expected to deliver jokes every couple of sentences.
Start viewing your content as a screenplay or even a stand-up routine, and youâll naturally start finding your rhythm.
Your core message is the plot, and the humor is what keeps the audience hooked.
Take a page from Tina Feyâs autobiography: Bossypants. Notice the insance joke-per-sentence ratio, and this is just the book intro. You probably wonât get to this level because sheâs fuckinâ Tina Fey, but hey aim high.

Some queen shit
Analogies are your friend:
Analogies are an easy way to make your writing funnier.
For example, if youâre explaining the importance of a content pipeline for a social media scheduling tool, you could say: âNot having a social media content pipeline is like planning to have a baby: you can wing it, but itâs a whole lot less stressful if you plan ahead.â
Pro tip: go for the most unhinged analogy that comes to mind, and edit later(or not).
Only write what makes you laugh:
Writing something funny is like farting. if you have to force it, itâs probably shit.
Stick to jokes that genuinely make you laugh. If it doesnât crack you up, itâs unlikely to amuse anyone else. Trust your gut.
XP BoostâŦī¸
By the way, when Oprah Winfrey is suggesting you may have overextended yourself, you need to examine your fucking life.
Donât use your brain to play it, let your feelings guide your fingers.
Alright, alright, alright
Cheat Codesđ¤
Want to fact check your content? Use Perplexity AI. Just trust me.
When writing a landing page copy, sometimes your subtitle is actually the better title. Why? Your brain will turn on the âclever modeâ when writing the title, and âconcise modeâ on subtitle. Try to swap those, and make it shorter.
Read your sentences out loud when writing. âWrite like you talkâ is a common advice, and this is how you do it.
Item Shopđ
How to Write Funny: Free tools and resources from the founder of The Onion, Scott Dikkers.
HeyGen: Make an AI spokesperson for your product. Also a good way to practice your comedy writing.
Castro: The best podcast player for heavy podcast listeners. (Disclaimer: I used to run it)/
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