How to Build a Trial Ending Reminder Email Flow with Stripe

Plenty of trials go cold not because the user disliked the product, but because the deadline crept up and they never made the decision. A trial-ending reminder flow sends a well-timed nudge before the trial expires — using loss framing to prompt a decision while the value is still fresh.

Here's how to build one in Audienceful.

What you'll need

• A Stripe integration connected to your workspace.
• Two short emails.

How the trial-ending flow works

Stripe fires a trial will end event a few days before a trial expires. That event enters the customer into your automation:

1. An email that frames what they'll lose when the trial ends, with a clear path to keep access.
2. A wait.
3. A final, last-chance email as the deadline hits.

Step 1: Connect Stripe

Connect your account from the Integrations tab. The Trial ending soon trigger then appears in the automation builder.

Step 2: Write your two emails

• Email 1 — loss framing. Remind them what they've set up and what they'll lose, and make continuing effortless. Example subject: "Your trial ends in 3 days — here's what you'll lose"
• Email 2 — final CTA. A short, direct last chance to keep their access. Example subject: "Last chance to keep your access"

Personalize with the {{first_name}} merge tag.

Step 3: Build the automation

In the Automations tab, click New Automation:

1. Trigger: Stripe event → Trial ending soon. (Stripe fires this a few days before the trial ends.)
2. Send Email 1, the loss-framing reminder.
3. Wait 2 days.
4. Send Email 2, the final CTA.
5. Optionally add a tag like trial-ending.

Pick your theme and click Run.

Best practices

• Frame the loss, not just the offer. "Here's what you'll lose" outperforms "please upgrade" — people are more motivated to avoid losing something they've built.
• Reduce friction. Link straight to the upgrade/billing page; don't make them hunt.
• Keep it to two emails. This is a short window — a reminder and a last call is enough.

Start from a template

→ Trial ending soon template

Browse the full automation template gallery for more Stripe flows.

Frequently asked questions

How far before the trial ends does this fire? It triggers on Stripe's "trial will end" event, which Stripe sends a few days before the trial expires — giving you a short, high-intent window to convert.

Should I run this alongside a trial onboarding flow? Yes. Use the trial onboarding flow to build value across the trial, and this flow to close at the deadline.