Ep 195: 5 Strategic Video Messages That Increase Retention (Fast)

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5 Strategic Video Messages That Increase Retention Fast

Most memberships focus on more content or more calls.

But there’s a faster way to improve retention without adding more to your calendar.

Video messaging is one of the simplest tools you can implement. It works fast, feels personal, and helps members stay longer.

Here are the five key moments to use video messages in your member journey, plus a few advanced ways to scale connection without burning out.

1. New Member Welcome: Build Confidence from Day One

New members are asking: Did I make the right decision?

Answer that question with a short, personal video.

What to include:

  • Introduce yourself or a team member

  • Set expectations for what’s next

  • Ask what brought them in or what they’re hoping to achieve

This doesn’t need to be fancy. A 30-second video can shift someone from doubt to action.

Pro tip: Batch record welcomes or use tools like Bonjoro if you're scaling.

2. New Member Activation: Nudge Them Toward Momentum

Most people don’t dive in right away. They get distracted. Emails pile up. Content gets bookmarked for "later."

If a new member hasn’t taken a first step in 3–7 days, send a gentle check-in.

Say something like:

  • “Hey, I noticed you haven’t jumped in yet. Need help getting started?”

  • “I’d love to see you at the orientation call on Thursday!”

This simple nudge can convert a passive buyer into an active participant.

3. Member Reactivation: Reconnect After Inactivity

Even your best members disengage sometimes.

If someone hasn’t shown up in 30 days, send a short check-in video.

What to say:

  • “Hey, just wanted to check in. How’s it going?”

No pressure. No pitch. Just a real human connection.

That’s often all it takes to bring them back.

4. Cancellation Recovery: Leave on a High Note

Let’s be honest. This one won’t stop most cancellations.

But it can turn a cancellation into a reactivation later.

After someone cancels, send a thank-you and ask for feedback.

Try this:

  • “Was there something you were hoping to get that didn’t happen?”

  • Offer a pause, downgrade, or just let them go with integrity

You’re not trying to keep everyone. You’re showing that you care.

5. Annual Renewal: Reconnect Before the Charge

When that annual charge hits, members ask: Was this worth it?

Don’t wait for the invoice to answer that.

Send a reflection video that looks back and looks ahead.

What to include:

  • Remind them of what they’ve done (or could have done)

  • Acknowledge the journey, even if it wasn’t perfect

  • Preview what’s ahead and how it supports their goals

Speak as if they’re already staying. That confidence is contagious.

One client used this tactic and boosted renewals from 49% to 62% in one quarter.

Bonus Use Cases for Video Messaging

Video works beyond onboarding and renewal. Try it for:

  • 1:1 coaching upsells

  • Replacing written replies with fast, personal feedback

  • Handling support without live calls

  • Celebrating milestones or small wins

  • Answering launch Q&A

  • Adding trust-building widgets on sales and thank-you pages

These touches build connection at scale without needing to go live.

Why Video Messaging Works

Still wondering if this is worth implementing? The data says yes.

  • 13% boost in renewal rates with one well-timed message

  • Double the retention for members who engage with video

  • 62% of marketers say video reduces support queries (Wyzowl, 2024)

  • 89% of people say a video convinced them to buy (Wyzowl, 2024)

Want to Implement This Fast?

Get the free guide at shanalynn.com/video

You’ll get:

  • Five done-for-you video scripts

  • Full walkthrough to implement quickly

This isn’t about adding more.

It’s about getting more from what you already have—more connection, more retention, more results.

Start now at shanalynn.com/video

Stay Connected with Shana Lynn

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Ep 194: Reducing Membership and Subscription Churn: Where to Start