Re-engagement Sequence for Course Creators Email Guide

Why Re-engagement Sequence Emails Fail for Course Creators (And How to Fix Them)

You pour your soul into building a course, only to see some of your most promising subscribers go silent. It's a frustrating experience.

You wonder if your message isn't landing, if they've moved on, or if they simply forgot why they subscribed in the first place. Many course creators face this challenge, seeing valuable leads slip away because the connection simply faded.

But silence doesn't always mean disinterest. Often, it means they're busy, distracted, or simply need a gentle nudge to remember the transformation you offer.

A strategic re-engagement sequence can revive those dormant connections, bringing subscribers back into your orbit, ready for your next launch or to finally your existing modules. Below, you'll find four ready-to-use email templates designed to rekindle interest, gather feedback, and ultimately, bring your audience back home.

The Complete 4-Email Re-engagement Sequence for Course Creators

As a course creator, your clients trust your recommendations. This 4-email sequence helps you introduce valuable tools without sounding like a salesperson.

1

The Miss You

Acknowledge the silence and show you care

Send
Day 1
Subject Line:
Are you still here?
Email Body:

Hi [First Name],

It's been a little while since we last connected, and I noticed things have been quiet on your end. Building a course, nurturing students, and planning launches can be incredibly demanding.

Sometimes, life just gets in the way, and even the most important resources get pushed aside. I just wanted to check in.

No pitch, no agenda. Just a genuine hello to see how you're doing and if there's anything I can do to help you in your course creation journey.

If you're still interested in building a thriving online course business, I'm here. If not, that's okay too.

Best, [YOUR NAME]

Why this works:

This email uses the principle of reciprocity and empathy. By reaching out without asking for anything, you demonstrate care and build goodwill. It's a low-pressure way to re-open communication, making the recipient feel valued rather than just another number on your list.

2

The Value Reminder

Remind them why they subscribed

Send
Day 3
Subject Line:
Remember why you first joined?
Email Body:

Hi [First Name],

When you first subscribed, you were probably looking for solutions to specific challenges: maybe boosting student success, simplifying your launch process, or finding new ways to increase enrollment. Many course creators struggle with low completion rates, inconsistent launches, or tech overwhelm.

You want to build a thriving education business on platforms like Teachable or Kajabi, but it's easy to get sidetracked. My goal has always been to help you create courses that sell and build engaged student communities.

I share insights, strategies, and resources specifically designed to make your journey smoother. If those goals still resonate, I'd love to continue providing value.

Best, [YOUR NAME]

Why this works:

This email taps into cognitive consistency. It reminds the subscriber of their initial motivation for joining your list, prompting them to align their current actions (or inaction) with their original goals. By reiterating the core value proposition, you make a case for why they should re-engage.

3

The Survey

Ask what they actually want from you

Send
Day 6
Subject Line:
Quick question: what do you need most right now?
Email Body:

Hi [First Name],

I'm always working to create the most relevant and helpful content for course creators like you. But to do that effectively, I need your input.

Your silence tells me one of two things: either you're completely happy and don't need anything, or I'm not hitting the mark with the information I'm sharing. I want to fix the latter if that's the case.

Would you be willing to take 30 seconds to answer one quick question? It will help me understand what topics, challenges, or tools (like Thinkific or ConvertKit) you're most interested in right now. [LINK TO An ONE-QUESTION SURVEY: 'What's your biggest challenge as a course creator right now?'] Your feedback is incredibly valuable.

Best, [YOUR NAME]

Why this works:

This email employs the principle of active participation and perceived value. By asking for feedback, you make the subscriber feel heard and important. It's also a low-friction way to gather data, allowing you to tailor future content and potentially re-segment your list based on responses.

4

The Breakup

Give a final chance before removing them

Send
Day 10
Subject Line:
Is this goodbye?
Email Body:

Hi [First Name],

It looks like we haven't connected in a while, and I respect your inbox space. My goal is to provide valuable insights for course creators, covering everything from module design to successful launches.

But if you're no longer finding this content helpful, I don't want to clutter your inbox. This will be my last email for a while.

If you'd like to stay subscribed and continue receiving tips on student success, enrollment strategies, and building a thriving online course business, simply click the link below. [LINK TO RE-OPT-IN OR 'KEEP ME SUBSCRIBED' PAGE] If I don't hear from you, I'll assume you're ready to part ways, and I'll remove you from my list in [X] days. Wishing you all the best in your course creation journey.

Best, [YOUR NAME]

Why this works:

This email uses loss aversion and scarcity. By clearly stating the intent to remove them, you create a sense of potential loss (missing out on future value). The deadline adds urgency, prompting a decision and encouraging those who genuinely wish to stay to take action.

4 Re-engagement Sequence Mistakes Course Creators Make

Don't Do ThisDo This Instead
Assuming silent subscribers are lost forever.
Implement a re-engagement sequence to identify active vs. Truly uninterested contacts.
Sending generic re-engagement emails.
Personalize messages by referencing their original signup reason or past interactions.
Not offering a clear path for re-engagement.
Provide a simple call to action, like replying to an email or clicking a "keep me subscribed" link.
Being afraid to remove inactive subscribers.
Regularly prune your list. A smaller, engaged list leads to better deliverability and higher open rates for your future launches.

Re-engagement Sequence Timing Guide for Course Creators

When you send matters as much as what you send.

Day 1

The Miss You

Morning

Acknowledge the silence and show you care

Day 3

The Value Reminder

Morning

Remind them why they subscribed

Day 6

The Survey

Morning

Ask what they actually want from you

Day 10

The Breakup

Morning

Give a final chance before removing them

Use after 30-90 days of no opens or clicks.

Customize Re-engagement Sequence for Your Course Creator Specialty

Adapt these templates for your specific industry.

Video Course Creators

  • Share a short, high-impact video clip from a popular module or a behind-the-scenes look at your course creation process.
  • Ask them which video editing software or camera gear they struggle with most.
  • Suggest a mini-challenge related to video content creation (e.g., "create your course intro video in 3 days").

Membership Site Creators

  • Highlight a recent, valuable member-only resource, workshop, or community discussion they might have missed.
  • Ask about their biggest struggle with member retention or onboarding new students onto their platform.
  • Share a success story from a long-term member who achieved a specific outcome within your community.

Cohort-Based Course Creators

  • Announce the dates for an upcoming cohort and emphasize the unique interactive experience.
  • Share a powerful testimonial from a past student who transformed their skills within a cohort setting.
  • Ask what specific group dynamic or live interaction format they find most appealing in a course.

Self-Paced Course Creators

  • Offer a specific tip to overcome a common sticking point in a particular module (e.g., "stuck on module 3? try this exercise").
  • Ask what keeps them from completing courses they enroll in (time, motivation, clarity).
  • Provide a small "progress check-in" prompt that encourages them to reflect on their learning journey.

Ready to Save Hours?

You now have everything: 4 complete email templates, the psychology behind each one, when to send them, common mistakes to avoid, and how to customize for your niche. Writing this from scratch would take you 4-6 hours. Or...

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