Trial nudges

During a free trial, every email should move users toward activation and conversion.

Sequence

• Day 1: welcome + setup assistance
• Day 3: if not activated, offer help
• Day 7: value demonstration / case study
• Day 10: specific CTA to convert
• Day 14 (trial end): final conversion push

Conversion-focused

Every email has a clear next step toward paid conversion.

Offer options

• Extend trial (high-intent holdouts)
• Discount code (last resort)
• Demo with human (enterprise-leaning)

What to do with this

• Segment trial nudges by behavior (activated vs stuck), same flow for both groups wastes the email budget
• Send the "trial ending" email 3-4 days before expiry, earlier than the day-of catches undecided users with time to act
• Lead with loss aversion, "your data will be archived" triggers conversion stronger than "upgrade now"
• Reserve discounts for the last-chance email, offering discounts too early trains prospects to wait
• Run a post-trial reactivation 30 days later, users who ghosted often come back when a need resurfaces