---
title: The Art of the Humblebrag
description: The art of the humblebrag - knowing when in your career to brag about wins and how
image: https://www.theinsurancesoup.com/hubfs/AI-Generated%20Media/Images/The%20image%20features%20a%20sleek%20modern%20workspace%20bathed%20in%20soft%20natural%20light%20with%20a%20stylish%20desk%20positioned%20near%20a%20large%20window%20On%20the%20desk%20sits%20a%20laptop%20open%20to%20a%20vibrant%20infographic%20graphic%20titled%20The%20Art%20of%20the%20Humblebrag%20Beside%20the%20laptop%20a%20clean%20not-1.jpeg
---

# The Art of the Humblebrag

![](https://www.theinsurancesoup.com/hubfs/AI-Generated%20Media/Images/The%20image%20features%20a%20sleek%20modern%20workspace%20bathed%20in%20soft%20natural%20light%20with%20a%20stylish%20desk%20positioned%20near%20a%20large%20window%20On%20the%20desk%20sits%20a%20laptop%20open%20to%20a%20vibrant%20infographic%20graphic%20titled%20The%20Art%20of%20the%20Humblebrag%20Beside%20the%20laptop%20a%20clean%20not-1.jpeg)

- May 20, 2025

![Taylor Dobbie](https://www.theinsurancesoup.com/hubfs/tacobot/153012713_10157873759562039_1569796885355682058_n.webp)

[ Taylor Dobbie ](https://www.theinsurancesoup.com/blog/author/taylor-dobbie)

Let’s talk about something most of us wrestle with whether we admit it or not—**when is it okay to talk about our wins?** When do you share the awards, the bonuses, the crushing months? And more importantly—**when should you shut up about them?**

We’ve all seen it done wrong. The guy with the "Another $100K month, just being of service" post that somehow manages to look both insecure and obnoxious. The woman posting her latest leaderboard screenshot in a mom’s group that couldn’t care less. And yet, we’ve also seen people do it right—subtle, strategic, and magnetic. They share wins that **create conversations**, **build curiosity**, and **pull leads** without coming across as tone-deaf or thirsty.

So let’s break it down: when it’s okay to flex a little, when it’s not, and how to share your accomplishments in a way that makes people *want to work with you*, not mute you.

---

### 1. **Bragging Is for Buyers, Not Bystanders**

Here’s a rule I live by: **brag around buyers, not bystanders.** If the people seeing your post, hearing your story, or watching your video *could* become clients, sharing your success makes sense. It shows proof. It builds credibility. It establishes that you’re not just in the business—you’re *crushing* the business.

But if the only people seeing it are your old high school friends, your Aunt Carol, and 400 other insurance agents who are *not* in your downline? Congratulations, you just earned a virtual eye-roll.

Here’s what to do instead: if you’re going to talk about numbers or awards, **aim the message at people it can actually influence**—referral partners, potential clients, or prospects watching from the sidelines.

---

### 2. **Don’t Just Say You Win—Say Why That Win Matters to the Client**

Let’s say you hit the top 5 in your company. Great—do your clients care? Not unless you make them care.

Instead of:

> “Just hit the Top Producer list again for the 4th year running!”

Try:

> “Hitting Top Producer status means more than just a plaque—it means I’m navigating tough markets and still getting families properly protected and saving businesses thousands. That’s my job, and I take it seriously.”

Subtle shift. Same accomplishment. But now it’s **about the people you serve**, not your own ego.

---

### 3. **There’s a Time and a Place for Everything (Even Leaderboards)**

Listen, I love a good leaderboard as much as the next competitive psycho. But posting it in a general consumer-facing Facebook group? Bad move. Posting it inside a private coaching group you’re part of where everyone is tracking metrics together? Totally appropriate.

**Don’t confuse your personal wins with public content** unless it adds value.

Here are a few *good* places to share wins:

In a professional referral group (like BNI or Chamber of Commerce)

In your own agency page or private client Facebook group

On your LinkedIn, especially when framed as a business milestone

In your email signature or bio (“Over $50M in coverage placed” hits harder than “SuperStar Trophy Winner Q3”)

Places to avoid:

Mom groups. (They don’t care. And it’s weird.)

Your personal page with no context. (Feels like attention-seeking.)

Other agents' posts. (Don’t hijack their win.)

---

### 4. **Tacky vs. Tactical**

Let’s be blunt: **there’s a thin line between confidence and cringe.**

Tacky:

“Just sold a $10M policy. Stay broke, haters.”

“Another 40 apps this week. Y’all lazy.”

“People keep asking how I keep winning. Sorry, that’s proprietary.”

Tactical:

“Helped a local business save $14K this year by restructuring their policies. These are the conversations I live for.”

“I’ve written more policies in the last 60 days than I did in my first year. What changed? I stopped pitching and started listening.”

“One of my clients sent me 3 referrals this week. Grateful for this community and the trust you place in me.”

The difference? **One is all about you. The other is about what you *do* for others.** Even if the numbers are the same, the tone makes all the difference.

---

### 5. **When Sharing Your Wins Attracts Sales**

There *are* times where sharing your success can directly drive sales. Here’s how:

**Scarcity/Volume Proof:**

> “I’ve already helped 15 families this month and only have room for 5 more this quarter. If you’ve been meaning to get coverage in place, let’s talk.”

**Client-Centric Brag:**

> “Just helped a couple get $750K of life insurance each for less than the cost of Netflix. If that sounds crazy, it’s because most people overestimate the cost of coverage.”

**Subtle Social Proof:**

> “Another shout-out from a client who thought she couldn’t qualify. (She did!) If you’ve ever been told no before, get a second opinion.”

These work because they showcase results **and** invite others to imagine themselves experiencing similar wins.

---

### 6. **Be Proud. Be Strategic. Be Self-Aware.**

Look, you work hard. You bust your tail for your clients. You solve problems, build relationships, close deals, and lose sleep during underwriting hold-ups. **You deserve to celebrate that.**

But like anything in sales—it’s not about you. It’s about **how you position yourself** as the guide, not the hero. Clients want a trusted professional, not a braggadocious insurance bro doing TikToks with money guns.

So share the wins—**but tie them to service**. Show the scoreboard—**but let it highlight what your clients are getting**, not just what you’re earning. And when in doubt, ask yourself:

> “Will this make my ideal client trust me more… or just think I need attention?”

If it’s the former, post away. If it’s the latter, draft it, read it, then delete it.

---

### Final Thought:

Celebrate your wins, but never forget that **the right people are watching.** Give them a reason to lean in, ask a question, or send a message. That’s not bragging—that’s marketing with class.

And in this game, *class converts at levels boisterous never could*.

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