Self-promote with a weekly check-in email to your boss

How often do you share your wins with your manager? 

If you’re like most people, probably not as much as you should. 

It can feel a little awkward, like you’re walking the fine line between “Look what I did!” and “I swear I’m not a show-off!” 😳

But here’s the thing: 

Keeping your accomplishments to yourself won’t get you the recognition you deserve. And it’s bad for your career growth.

The good news? 

There’s a simple, low-pressure way to keep your manager in the loop without feeling like you’re showing off.

👉 The Problem

We often think our managers have a sixth sense for all our hard work.

Spoiler: they don’t. They’re just as swamped as you are. 

So if you’re not sharing your wins, they’re probably flying under the radar. 

And if no one sees your impact, how will you get recognized or considered for that next big opportunity?

Self-promotion doesn’t have to be cringey. 

It can be smooth and effective—with the right approach.

👉 The Big Small Thing

Every Monday morning, send a “Shameless* Monday Email.”

(Note: This below script is from my upcoming book, WILD COURAGE: Go After What You Want and Get It. In the “Shameless” chapter, I dive into the courage it takes to stand confidently behind your hard work and abilities. This helps you curb impostor syndrome.)

This isn’t a productivity report. It’s a chance to show the value you bring to the table.

The best part? You’re not bragging. You’re simply keeping your manager in the loop. And trust me, they’ll appreciate it!

Plus, writing this email shouldn’t take more than 15 minutes from your Monday morning.

In this email, outline:

1️⃣ Your accomplishments from last week (both objective and subjective).

2️⃣ Your priorities for the week ahead.

Be specific, and don’t be afraid to use proud language. You worked hard—own it! 

Here’s an email script you can use:

Subject: Weekly Check-In: Last Week’s Wins & This Week’s Focus

Hi [Manager’s Name],

Here’s a quick update on my work from last week and what’s on my radar for this week.

Last week’s highlights:

• I’m proud of the updates I made to our winter athleisure-line promotion materials.  
• I’m right on track at 70% completion on our competitive analysis about how other brands are promoting athleisure.  

This week’s priorities:

• Get full alignment across three stakeholders in marketing and art direction to be ready to go for a Dec. 1 launch.  
• Compile a spreadsheet covering the five athleisure success metrics we discussed in our last 1:1. (I’ll pull the last four quarters of data, unless you prefer something else.) 

Excited to chat more about all this in our one-on-one.

Jenny

Why this works:

• You’re providing specific, measurable wins.
• You’re not just listing tasks—you’re showing pride and ownership.
• You’re making sure your work is visible in a way that feels natural and productive, while also giving them a chance to suggest any adjustments to your focus or approach.
• You’re giving them something they can forward to their boss. If you only update your boss in live meetings, you miss that opportunity. 

👉 How This Helps You Chase What You Want

Your Shameless Monday Email is your weekly highlight reel. 

You’re showing off your consistency, value, and hard work—without waiting for someone else to notice.

And when promotion or raise season rolls around, guess what? 

Your manager already has a front-row seat to all the awesome things you’ve done. No more awkward scrambling to prove your worth.

So, don’t let that little voice in your head (the one that says, “Don’t be that person”) stop you from sharing.

Your work deserves the spotlight. Show it in your Shameless Monday Email. 

Let’s do this,

Jenny