How to Toot Your Own Horn

You did the work. Nobody noticed

Self-promotion works like makeup. Done well, it enhances what’s already there. Done badly, you look worse than if you’d shown up with nothing.

Most people I work with would rather punch themselves in the face than talk about their accomplishments. They did the work. They made the thing. They assume the world will notice.

The world does not notice. And opportunities—the kind that actually change your business or your career—go to whoever shows up in people’s mental search results. Not whoever is most qualified. If nobody knows what you’ve done, you’re not in the search results. You’re invisible.

Marketers call it the Rule of Seven. People need to encounter something about seven times before they even register it. Your accomplishments work the same way.

You mention a blog post you’re especially proud of at a dinner party. You assume everyone heard it. They didn’t. Half the table was thinking about what to order. The other half heard it and forgot by dessert. A week later someone asks what you’ve been up to and you say “oh, not much” because you already told the story and telling it again would make you a blowhard.

You told it once. Once is zero.

YouTubers talk about the squint test, which is when you look at a thumbnail and squint to see if the important stuff still comes through. Most people treat their accomplishments the way a bad thumbnail treats its text: tucked in the corner, small font, easy to miss. Squint and it disappears.

The amount of self-promotion that actually works feels, to the person doing it, like way too much. Imagine you’ve been wearing jeans that don’t fit your entire life. Too big, too baggy, and you looked awkward because of it but you didn’t know any different. When you finally wear a pair that fits, they feel too tight. They feel uncomfortable. but this is the size you should’ve been wearing all along. Even though there was some discomfort at first, that was just because you weren’t used to it. Eventually, you realize you found the right size.

But there’s a right way and a wrong way. And most people who try get it wrong.

The humblebrag. “So annoying, I have THREE job offers and I can’t decide.” Or: “I literally haven’t slept in a week, this startup is growing too fast.” Everyone smells it. It’s dishonest. You’re performing humility while mugging for the camera. The humblebragger wants credit for the accomplishment AND credit for being modest about it. Pick one.

The coded insider move. “I went to school in Boston.” That means Harvard. But it only works on people who already know that “school in Boston” means Harvard. It’s a status game disguised as modesty, and status games don’t get you customers, partners, or opportunities. They get you a knowing nod from someone who’s already in your club. Everyone you actually need to reach just heard you say you went to school in Boston.

So what actually works? The best self-promotion doesn’t announce itself. It demonstrates. Show more than you tell.

The Education Frame. Next time you have a win, don’t post “I closed a huge deal.” Write “Here’s what I learned closing our first enterprise deal.” The accomplishment is right there — everyone sees it — but you’ve wrapped it in a gift. You’re teaching, not bragging. The reader gets something useful. You get the credit.

The Gratitude Frame. Post “Big thank you to my team — we just closed our first enterprise account.” You’ve redirected the spotlight to other people. Noble. Generous. And you’re still standing in it. Everyone who reads it registers the accomplishment. They also register that you’re the kind of person who shares credit.

The Rule of Seven, applied. Write about it in a blog post. Mention it when someone asks how you’re doing — “I’m on a high because…” and let the accomplishment come through naturally. Bring it up in a different context three months later, which means it will reach the people who missed it the first six times.

The Chalamet. When Timothée Chalamet won his Golden Globe, he said something most people would never say out loud: “I’m really in pursuit of greatness. I know people don’t usually talk like that, but I want to be one of the greats.” He didn’t say “I am great.” He didn’t say “oh, this little thing?” He said the ambitious, vulnerable, honest version — I’m aiming high and I’m not there yet. And when I heard it, I found myself rooting for him. That’s the difference. The humblebrag makes you roll your eyes. The Chalamet makes you want to cheer them on. Most people are walking around with a version of that sentence locked inside them. The Chalamet is what it sounds like when you let it out.

I don't understand what was so controversial about this speech. It was  honest. And honestly, Timothée is one of the best actors of his generation.  There's no argument.

If None of That Works

If the energy in the room doesn’t feel right or you can’t hit submit on that Linkedin post, I have something more direct.

When I’m running entrepreneur programs, I do an exercise called “Big Ups.” Pair people up. Person A tells Person B their backstory: where they’re from, what they’ve done, what they’re working on. Just the facts. However they normally tell it.

Then Person B restates it back, but turns the dial all the way up. Not lying; every fact stays true. They just tell it the way a hype man would. The way a best friend who’s had two drinks would introduce you at a party.

The developer who says “I built a little app” becomes “he built a full inventory management system from scratch.” The woman who says “I make dog food” becomes “she lost her dog to cancer and channeled that into developing specialized nutrition for sick animals.”

Every fact is the same. The wattage is completely different.

That gap between how you describe yourself and how someone else describes you illuminates the gap in how you’re telling your story. Big Ups shows people exactly how much they’ve been sandbagging themselves in about ninety seconds.

Finally, one thing to keep in your back pocket. As you listen to other people talk about their accomplishments, try the Bragging Razor: if someone brags about their success, assume it’s half of what they’re claiming. If someone downplays their success, assume it’s double.

Most people reading this are downplayers. You’re walking around at half your actual shine wondering why nobody’s knocking on your door.

So try out what I’ve shared above. At first, it’s going to feel like too much. Like the jeans are too tight.

They’ll fit soon enough.

P.S. I did one of these techniques in this very piece. Did you catch it?