Prompt
How do I send trial ending emails?
Latest observation
Sep 23, 2026
OpenAI APIWeb search: off
To send trial ending emails, you generally want to automate an email a few days before a user’s trial expires.
Basic setup
- Store the trial end date for each user.
- Set a reminder window
Example: send emails when trial ends in 7 days, 3 days, and 1 day. - Run a scheduled job daily (or hourly) that:
- finds users whose trial is nearing the end
- checks whether they already received the email
- sends the appropriate message
- Track email status so you don’t send duplicates.
Example logic
If trial_end_date = today + 7 days → send "7 days left" email
If trial_end_date = today + 3 days → send "3 days left" email
If trial_end_date = today + 1 day → send "last day" email
Email content ideas
- Friendly reminder that the trial is ending soon
- Benefits they’ll lose if they don’t upgrade
- Clear CTA to upgrade, book a demo, or contact sales
- Any discount or incentive, if applicable
Common implementation options
- Use your app backend with a cron job / scheduler
- Use a product tool like Customer.io, Intercom, HubSpot, or SendGrid automation
- Use event-based automation from your billing/CRM system
Good practices
- Send from a recognizable sender
- Keep the message short and clear
- Include one primary CTA
- Make sure you comply with email laws and opt-out requirements where applicable
If you want, I can also help you with:
- a sample trial-ending email sequence
- SQL/query logic to find expiring trials
- code example in Python, Node.js, or another stack