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How to Reach Out to Hiring Managers on LinkedIn (Without Feeling Awkward)

Let’s face it—job applications can feel like shouting into a void. You hit “submit,” then… radio silence.

But here’s the thing: you’re not powerless after you apply. In fact, a short, thoughtful message to the hiring manager on LinkedIn might be exactly what sets you apart.

Sounds a little bold? Maybe. But done right, it’s professional, respectful, and surprisingly effective. The trick is knowing how to approach it—without sounding like you copied and pasted your pitch from Google Docs.

Why It’s Worth the Effort

Hiring managers get hundreds of applications. They don’t have time to open every one, and great candidates fall through the cracks all the time.

By sending a message, you’re making it easier for them to notice you. You’re not asking for a favor. You’re helping them spot someone (you) who actually fits what they need.

That said, if your message feels like spam or comes on too strong? It’s likely headed for the “ignore” pile. So let’s get into what works—and what doesn’t.

First: Who Should You Message?

The term “hiring manager” can be a little vague. In most cases, you want to find someone who either:

  • Leads the team the role is on
  • Is listed as the hiring contact in the job posting
  • Oversees the department (like a VP or Head of [X])
  • Or is an in-house recruiter tied to that team

You don’t have to guess. Head over to the company’s LinkedIn page, click on “People,” and search by title or department. If you’re applying for a role in customer success, the Head of Customer Success is a great place to start.

Don’t overthink this. Even if you message the “wrong” person, chances are, they’ll forward it—or at the very least, remember your name.

Should You Connect First?

Yes—but don’t skip the message.

Sending a blank connection request is like waving across a crowded room and then walking away. Add a note. Keep it brief and friendly.

Here’s something that works:

“Hi [First Name], I came across the [Job Title] opening on your team and wanted to reach out. I’d love to connect and learn more about what you’re building.”

That’s it. One sentence. No need to pitch yourself right away.

What to Say Once You’re Connected

Once they accept, you’ve got a small window to follow up. This is where you share your interest without overwhelming them.

Here’s a simple format that doesn’t try too hard:

Hi [Name],
Thanks for connecting! I recently applied for the [Job Title] role on your team and wanted to reach out directly. I’ve been working in [your area of expertise] for the past few years, and the work your team is doing really aligns with what I’ve been focused on.

If there’s anything in particular you’re looking for in this role—or if there’s someone else I should speak with—I’d be glad to learn more.

Thanks again,
[Your Name]

It’s short. It’s specific. It leaves space for a conversation.

You’re not asking for a job. You’re showing that you’re serious enough to do your homework—and that goes a long way.

What Not to Do

Here are a few things that tend to backfire:

  • Overexplaining – If your message is longer than the job description, it won’t get read.
  • Being vague – “I’m looking for any roles you may have” puts the burden on them.
  • Using templates – If your message sounds like it was generated by a tool, it probably was.
  • Dropping your resume link uninvited – Let them ask for it. Or at least wait until they show interest.

Bottom line: write like you’re talking to a real person. Because you are.

Timing Matters

When you reach out can be just as important as how.

  • Midweek mornings (Tuesday through Thursday, between 9–11am) tend to be best.
  • Avoid weekends, unless you’re reaching out to someone you know works odd hours or is especially active online.
  • If you just applied, give it a day or two before following up.

That small buffer makes your message feel thoughtful—not rushed.

What If They Don’t Reply?

It happens. And it’s not always personal.

People get busy. Or maybe they’re not the right person. Or maybe they meant to respond and forgot. It’s okay to send one follow-up after a week—polite, casual, no pressure.

Here’s what that can look like:

Hi [Name],
Just wanted to follow up on my note from last week. I know things get hectic, so no worries at all if now’s not the right time. Just wanted to say I really admire what your team’s doing and hope to cross paths soon.

Take care,
[Your Name]

If they still don’t respond? Let it go. You’ve made the effort—and that already puts you ahead of 90% of applicants.

One Real Example

A candidate we spoke to recently applied for a growth role at a mid-sized SaaS company. After submitting her application, she found the team’s Director of Marketing on LinkedIn and sent a quick note—less than four sentences.

They replied within 24 hours, thanked her for the thoughtful message, and offered to jump on a 15-minute call the following week. She landed an interview.

Sometimes, a quiet nudge is all it takes to move the process forward.

Final Thoughts

Reaching out to hiring managers doesn’t have to feel awkward. In fact, when done with a little intention, it’s one of the simplest ways to stand out in a crowded hiring process.

You’re not bothering them. You’re introducing yourself.

And if your message is respectful, relevant, and real? You might be surprised how often it gets a response.