How do I get trial members to pay before the trial ends?

People sign up for the trial, look around once and drift away. Then the card is charged, or the trial lapses quietly.

The short answer

Get each person to one useful first step, check in halfway, and remind them before the charge. Write personally to the ones who used it most.

Do it yourself

  1. One first step

    The welcome email asks for one action that shows the value, not a tour.

  2. Check in halfway

    Ask what they came for and point them to it.

  3. Remind before the charge

    Send a reminder a week before. Stripe can send trial-ending reminders for you.

  4. Write to your best trials

    A personal note to the most active people converts better than another newsletter.

Tools people use

  • Klaviyo, Mailchimp or Customer.io Email tools that send a series of messages after someone signs up.
  • Intercom Messages and live chat inside your product and website.
  • Appcues In-app guides that walk new users through setup.
  • Stripe Billing that can email customers 7 days before a trial ends.

Or have it run for you

With your Stripe account connected, Runway sees whose trial ends soon and asks how to reach them.

Trials ending, listed

Runway reads your Stripe trials and lists who ends this week.

Notes drafted

A check-in for each person, in your tone, ready for your yes.

Read-only billing

The Stripe connection only reads. It can't charge, refund or change anything.

Questions

How do I get trial members to pay before the 30-day trial ends?

Get each person to one useful first step, check in halfway, and remind them before the charge. Write personally to the ones who used it most.

When should I remind someone their trial is ending?

About a week before the first charge, and again a day or two before for longer trials.

Should I ask before charging a trial member?

A short check that they want to continue cuts refunds and disputes. Runway can draft it for each person.

Sources

  1. Klaviyo: Welcome series
  2. Intercom: The Messenger
  3. Appcues: Drive adoption
  4. Stripe: Trials
  5. Mailchimp: Marketing automation
  6. Customer.io: Automations

Public pages read on October 14, 2026. Prices and features change; check each site before you choose.

More answers

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