How to Reconnect with Old Clients (Without Feeling Cringe)

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There’s a strange kind of quiet that comes with freelance life sometimes. Work slows down. The inbox chills out. And suddenly, you’re sitting there wondering, “Should I… reach out to old clients? Or is that weird?”

Spoiler: it’s not weird. It’s actually smart.
But I get it—no one wants to come off desperate or pushy.

So here’s how to reconnect with past clients in a way that’s kind, professional, and just the right amount of low-key.


1. Be Honest. Be Human.

No need for elaborate intros or long updates. Just let them know you’ve got a little extra room in your schedule and thought of them. Keep it warm and human.

Here’s a simple message that works:

Subject: Checking in

Hi [Client Name],

Just wanted to reach out and say a quick hello! I’ve got some availability this month and thought of you—if you’ve got any upcoming projects or need a hand with anything, I’d love to help.

No pressure at all, just keeping in touch and sending good energy your way.

Hope you’re doing well!
– [Your Name]


2. Make It Easy to Say Yes

If you have an idea for something they might need—like a content refresh, seasonal campaign support, or cleanup work you noticed—mention it gently. It shows initiative without being salesy.

“Noticed the site hasn’t been updated in a while—if you’re ever looking to freshen up the copy, I’d love to help.”

Clients are busy. A little reminder of what you can help with goes a long way.


3. Schedule a Follow-Up (For Yourself)

If you don’t hear back, that’s okay. Silence doesn’t always mean no—it often means not right now. Pop a note in your calendar to check back in a few months. Or just stay visible with your blog, social posts, or newsletter so they remember you’re out there doing your thing.


Final Thought

Reaching out doesn’t have to feel icky. You’re not cold-pitching strangers—you’re checking in with people you’ve already worked with, supported, and made magic with. That’s not weird. That’s relationship-building.

So go ahead. Hit send. Keep it soft, short, and human.
Your next project might just be one email away.