How to Build a Personal Brand Without Losing Your Mind (Or Your Wi-Fi)
By Ken Hollow, who definitely has a brand. (It’s chaos.) There comes a time in every burnt-out marketer’s life when someone says the fateful words:…

By Ken Hollow, professional overthinker and part-time emoji decoder
Feedback is supposed to be constructive. Helpful. Collaborative. Instead, it’s often delivered in the most emotionally ambiguous format possible: the single “LOL.”
When a client replies “LOL” to something I’ve sent, my brain doesn’t hear laughter. My brain hears:
Tone is a fragile thing in written communication. Without body language, “LOL” can mean:
And when you’re a freelancer — already living in a constant state of “Do they hate it or do they love it?” — that little acronym can spiral you into three hours of self-doubt.
Let’s break down the “LOL” family:
1. LOL. (with a period)
Passive-aggressive royalty. This is the feedback equivalent of saying “Sure, Jan.”
2. lol (lowercase)
The casual, dismissive shrug. They’re not impressed, but they’re not mad enough to start a thread.
3. LMAO
Dangerous. Either you’ve nailed it in a wildly unexpected way, or you’ve made a glaring error they find hilarious.
4. 😂
The emoji cousin. Often safer, but can still mean “This is so off-brand it’s comical.”
Some actual client “LOL” moments:
A lot of these “LOL”s are just the written version of a client smirking while they disagree with you. It’s a weird power play — light enough to avoid conflict, loaded enough to make you doubt your choices.
But sometimes, they genuinely are amused. And that’s even worse, because now you don’t know if your work is funny-good or funny-bad.
“LOL” is just one symptom of a larger feedback plague — the over-reliance on chat shorthand in professional communication. Clients fire off messages like they’re texting a friend, forgetting that:
The worst one? Nana sent “LOL, you’re too much” after I suggested a content plan that she had pitched to me last month. I stared at the message for five full minutes wondering if I was being praised, dismissed, or gaslit.
Spoiler: it was all three.
Every “LOL” in a feedback thread is a tiny emotional landmine. Sometimes you step on it and nothing happens. Sometimes it blows up your whole afternoon.
So I’ve stopped reading “LOL” as “laugh out loud.” Now I read it as “lots of layers” — of meaning, of interpretation, of second-guessing.
And if you’re a client reading this: maybe just say what you mean. Or at least add a smiley so I know whether to cry.
Ken Hollow, full-time creative, part-time tone detective
Hi. I’m Ken. I run Two Second Solutions, a one-man agency that somehow landed a fox spirit influencer as a client. I drink too much coffee, blog when I need to vent, and regularly update my résumé just in case she sets the office on fire again. I’m not crying — it’s just spell residue.
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