Re-Engage Past Clients (Plus a Live Workshop on Mastering LinkedIn Outbound)

Hello hello,

Quick question for ya…when was the last time you checked in with a past client?

If the answer is “a while ago,” you’re leaving money on the table.

Your past clients already know, like, and trust you.

Many would work with you again - but they’ve probably forgotten about you.

Common Problem: Past Clients Would Work with You Again, But They’ve Forgotten About You

Most people assume that if a client wants to re-engage, they’ll reach out.

But the reality?

They’re busy. They’re distracted. And they might not even realise they need your help again.

That’s why waiting isn’t a strategy. If you don’t remind them, someone else will.

Simple Solution: Re-Engage Them with a Check-In Email

Sometimes, all it takes is a simple check-in to restart the conversation.

Here’s how to do it effectively:

1. Keep it casual
You’re not pitching - you’re checking in. A short, friendly email works best.

2. Reference something relevant
Mention a past project, a result you helped them achieve, or something happening in their industry.

3. Offer value, not just “following up”
Share an insight, ask about their business, or suggest a quick call to catch up.

4. Remove the pressure
Make it clear that this isn’t a hard sell - just a check-in to see if there’s a way to support them.

Example Email Template

Subject: checking-in

Hey [First Name],

[Add some personalisation here based on your relationship, their interests and previous context].

I was thinking about our past work together on [specific project] and wondered how things are going with [related topic].

I recently helped a client with [similar challenge] and thought you might find this insight useful: [brief takeaway or resource].

Would love to hear what’s new on your side - let me know if you’re open to catching up.

[Your Name]

A simple message like this can reactivate past clients, uncover new opportunities, and get you back on their radar.

Take Action: Reconnect with Past Clients This Week

• Make a list of 5-10 past clients who might need your help again.

• Send them a quick, value-driven and personalised check-in email.

• Track responses - you might be surprised how many are open to reconnecting.

That’s it for this week!

A few quick emails could lead to your next client - so don’t overthink it.

Until next time,

Mark

ps. Thanks to those who pointed out the mistake in the subject line last week. I almost had a heart attack when I read it myself!