Good morning, Chase and Jimmy here!

Got a list full of subscribers who’ve gone silent?

Before you write them off, there’s still a chance to bring some back... if you do it right. This morning, we’re breaking down how to revive your cold list without killing your deliverability. From smart segmentation to re-permission flows, here’s your playbook for turning dead weight into revenue.

Also inside:

✔️ The 4 overlooked segments hiding revenue in your list
✔️ Why most brands get cross-sells completely backwards
✔️ 4th of July Sale: Get Certified for $500 Off
✔️ Molly Baz’s Sando Sauce brand AYOH raises $4.1M

Let’s send it.👇

📊 The 4 segments you’re ignoring (and the revenue you’re leaving behind)

Most brands are sitting on revenue gold... they just don’t know where to look.

In this live Omnisend session, ecommerce expert Vai breaks down the 4 hidden segments sitting in your list right now. They're the ones most brands overlook, but that can drive serious incremental revenue when you actually put them to work. You’ll see how to find these segments, tailor campaigns that hit, and use Omnisend’s Lifecycle Map AI to automate it all.

You’ll learn:

• The 4 must-have segments and why most brands miss them

• How to identify these segments inside your data

• Campaign and automation ideas to turn them into repeat revenue

• How to use Omnisend’s Lifecycle Map AI to streamline segmentation

 🧨 ENDS TONIGHT! 🧨 Get email & SMS certified for 50% off!

If you’ve been thinking about joining eCom Email Certified... this is your moment.

For 4th of July, we’re running our biggest sale ever: 50% OFF the full course.

✅ 150+ lessons on deliverability, segmentation, flows, metrics, and full retention strategy
✅ Actionable tactics from operators Chase Dimond & Jimmy Kim
✅ Lifetime access - Learn at your pace, apply as you grow

The offer ends tonight (7/4/25 at 11:59 PM PT).

Use code 4THOFJULY at checkout.

Don’t keep guessing your way through email & SMS. Get the full playbook and start running retention the right way.

From Cold to Clicks: Strategies to Reactivate Your Email List

Got a bunch of inactive contacts collecting dust?

Don’t delete them yet. With the right tools and tactics, you can bring some of those subscribers back – and even turn them into buyers again!

Here’s how to wake up that sleeping list without wrecking your deliverability.

First, Understand Who You’re Dealing With

Not all inactive subscribers are the same.

Some just missed a few emails. Others haven’t heard from you since 2021. And the longer someone’s been inactive, the harder they are to win back.

So before you start blasting emails, break your list into these buckets:

• 3 to 6 Months: Recently disengaged. Still warm. High reactivation potential.

• 6 to 12 Months: Cooling off. You’ll need a solid incentive.

• 1 to 2 Years: Ice cold. Consider a re-permission campaign.

• 2+ Years: Tread lightly. These could be spam traps or expired accounts.

Segmentation gives you control over what emails you send to each group (and how frequently). This helps your message land better and protects your deliverability.

How to Build a Reactivation Sequence (With Examples)

One email won’t magically bring everyone back.

You need a short, thoughtful sequence (ideally 2–4 emails) that rebuilds interest and reminds people why they signed up in the first place.

Here’s a simple structure to start with:

Email 1: The Warm Hello

Reintroduce yourself. Keep it friendly and light. A subject line like “Still here if you need us 👋” works well. No hard sell.

Email 2: The Offer

Think “win-back” incentive. A discount, a freebie, early access – whatever fits your brand. Personalize it if you can (e.g. “We miss you. Here’s 10% off to say welcome back!”).

Email 3: The Nudge

Didn’t click? Try a gentle reminder: “Still thinking it over?” Or inject urgency: “Your 15% off ends tomorrow!” to motivate action.

Email 4: The Goodbye (or Re-permission)

Give them one last chance to stay: “Want to keep hearing from us?” If they don’t click, consider sunsetting them.

And yes, SMS can totally play a role here. If you have consent, send a friendly nudge after the second email:

“Hey! We noticed you haven’t checked in for a while. Here’s 15% off, just for you.”

5 Email Reactivation Best Practices

Here are five tips to make sure your re-engagement campaign actually works.

1. Trim before you send

Before you do anything else, clean that list.

Weed out invalid, abandoned, or risky email addresses so you don’t accidentally tank your domain reputation with a flood of bounces.

2. Personalize your emails

Generic reactivation emails feel like spam.

So use the data you’ve got to show you remember them. Pull in:

• Past products viewed or purchased

• Time since last engagement

• Location-based offers

• Loyalty points left unused

Even a small touch (e.g. first name and favorite product) can boost your chances of a click.

3. Stay compliant (and transparent)

Reactivation campaigns are a great time to double-check your compliance checklist:

• Include an easy-to-spot unsubscribe link

• Mention why they’re receiving the message

• Respect GDPR, CAN-SPAM, and CASL regulations

• Offer clear re-permission options

Remember: Transparency builds trust. If someone doesn’t want to hear from you anymore, it’s better to let them go than risk a spam complaint.

4. Measure campaign success

You’ve launched your sequence. Now monitor your progress to see what’s working, what to improve, and where to go from here.

Here’s what to track:

• Open rate: Did your subject line get attention?

• Click rate: Was your offer interesting?

• Conversion rate: Did anyone buy?

• Unsubscribes & spam complaints: Did your tone miss the mark?

If your unsub rate is low and open/click rates are ticking up, you’re doing great. If things are flat or declining, try A/B testing different subject lines, offers, or sending times.

And if engagement is still flat across the board, it’s time to let them go.

5. Think long-term, not just quick wins

Getting someone to click is just the first step.

If you stop at one win-back campaign, they’ll likely disappear again. You need to show up with ongoing value to keep them engaged for the long haul..

So once they’re back on your list:

• Drop them into a quick “welcome back” flow to reintroduce your brand

• Share content they’ll actually care about (not just more discounts)

• Let them pick how often they want to hear from you

• Offer loyalty perks or early access to make them feel like a VIP

Tools That Make It Easier

Here’s your tech stack for a solid reactivation strategy:

• Email service providers (ESPs): Tools like Klaviyo or Omnisend make it easy to automate multi-email flows, segment contacts, and track performance.

• Verification services: Use Kickbox or ZeroBounce to clean up your list before you hit send.

• Deliverability tools: Platforms like Google Postmaster Tools or Mailgun help monitor domain reputation so you know if you’re getting flagged.

Pro tip: Most ESPs let you create suppression lists for contacts who didn’t engage in your reactivation campaign so you can exclude them from future blasts automatically.

Final Thoughts

Your next best customer might just be someone you already know.

✅ Break it down by how long they’ve been MIA

✅ Clean your list first so you don’t end up in the spam folder

✅ Send a short, thoughtful email series (not a desperate sales blast)

✅ Give them a reason to stick around with real value, not just discounts

And this is how you win back subscribers, protect your deliverability, and grow your revenue without adding a single new lead.

💡 Knowledge Drop:

The fastest way to annoy a customer? Keep recommending what they just bought. Jimmy breaks down how to build cross sells that actually make sense.

🔥 DTC Wins

Molly Baz’s "Sando Sauce" brand, AYOH, has raised a whopping $4.1 million in a new funding round, giving her cooking community the fuel to expand its recipe data and brand reach.

Annnnd that’s a wrap for this edition! 

Thanks for hanging with Chase and me—always a pleasure to have you here.

If you found this newsletter helpful (or even just a little fun), don’t keep it to yourself! Share ecomemailmarketer.com with your favorite DTC marketer. Let’s get them on board so they don’t miss next week’s drops.

Remember: Do shit you love.

🤘 Jimmy Kim & Chase Dimond

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