_{Day 67/100}

Hey—it's Tim.

I'm not some storytelling guru.
Half the time I feel like I'm duct-taping words together and hoping they don’t fall apart mid-sentence.

But here’s what I’ve learned so far:

Humor works.
Not because you’re the funniest person alive.
But because it breaks patterns.
It unfreezes people's brains.

You don’t have to land a perfect joke.
You just have to throw a rock at the glass.

Storytelling with Dad Joke Energy

(So Bad It’s Good)

Here’s how I think about it:

It doesn't matter if the joke kills.
You’re aiming for that weird moment where half the room laughs - and the other half looks around wondering what they missed.

As long as you think you’re the funniest guy…

That's enough.
That's the win.

Because at least they're feeling something.
(Better than being another beige LinkedIn post.)

Always Leave the Last Word for the Punchline

The only rule I really follow?

Save the punchline for the very end.

Bad Example (kills it too early):

(Feels like you handed them the punchline halfway down the stairs.)

Good Example (makes ‘em lean in):

(Last word = reward.)

Stack the setup.
Save the punch.

Final Thought

Look - I'm still learning this stuff.
Still screwing it up.
Still accidentally writing posts where the joke misses by about 40 miles.

But it’s working enough to keep going.
That's the game.

Write for the guy at the back of the room trying to hide his laugh.

✌️ Tim "and then I said 'that's not a blog post, that's my wife" Hanson
CMO @Penfriend.ai

Same brain, different platforms: X, Threads, LinkedIn.

P.S. Wrote this one later than planned.
Got a call last night - one of those where life just flips the board and knocks all the pieces off.
But we’re still here—Still writing—Still figuring it out—Hope you are too.

Reply, lemme know what you’re working on this week. I’d love to know I’m not the only one still trying to pick up the game pieces from the floor.

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