Grammarly

Grammarly’s emails are clean, visually polished, and thoughtfully laid out, reflecting the maturity of the brand and creating an easy, uncluttered onboarding experience. Their communication focuses heavily on feature education and early upgrade prompts, consistently highlighting the benefits of Grammarly Premium and even offering a recurring 40% discount to encourage conversion.

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Beyond onboarding, users receive weekly activity recaps, adding a personalized touch that reinforces ongoing value and engagement.

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· 7 emails
· About 2 weeks
· avg ~2½ days between sends

Common email types

Feature Usage Nudge Setup Prompt Product Education Usage Expansion Onboarding Checklist Milestone Reached Upgrade CTA Special Offer

Onboard Free User

5 emails

Welcome to Grammarly

Welcome to Grammarly — email screenshot from Grammarly

Welcome - Free Users Trial Just Started +1

Action required: Finish setting up your account

Action required: Finish setting up your account — email screenshot from Grammarly

Setup Prompt Product Education +2

Congrats on taking the first step toward effective communication

Congrats on taking the first step toward effective communication — email screenshot from Grammarly

Milestone Reached Feature Usage Nudge

Let’s get down to business 📈

Let’s get down to business 📈 — email screenshot from Grammarly

Feature Usage Nudge Product Education

Get more out of Grammarly

Get more out of Grammarly — email screenshot from Grammarly

Upgrade CTA Usage Expansion

Expand User

1 email

Jonathan, get Pro at a discount for only $7.20/month

Jonathan, get Pro at a discount for only $7.20/month — email screenshot from Grammarly

Special Offer Usage Expansion

Celebrate Milestones

1 email

New tones, new records – you did great last week!

New tones, new records – you did great last week! — email screenshot from Grammarly