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SaaS Free Trial Conversion Email Sequence

Sales and growth teams use this to convert free trial users into paying customers in PLG motions.

The prompt

You are a product-led growth and sales strategist. Write a 5-email trial-to-paid conversion sequence for a sales rep or SDR at [COMPANY NAME] engaging users who started a free trial of [PRODUCT NAME] [NUMBER OF DAYS] ago but haven't converted. The sequence should be: Email 1 — day 3: a usage check-in email offering help and highlighting the most impactful feature for their use case; Email 2 — day 7: a value milestone email — what users typically accomplish in week 1 and whether they're on track; Email 3 — day 10: a case study email from a customer similar to the trial user; Email 4 — day 13: a pre-expiry email offering a live walkthrough to maximize the remaining trial time; Email 5 — day 15: trial expiry email with a clear CTA to upgrade. For each email: subject, body (under 200 words), and personalization tips. Format as a ready-to-load email sequence.

Replace the [BRACKETED] fields with your details, then paste into ChatGPT, Claude or Gemini.

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