Prompt · Sales

Trial Check-In Sequence

Writes four well-timed trial check-ins that surface blockers early and build toward a yes.

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trial lengthyour productprospect companytrial goalchampion name

Your prompt

Write 4 check-in messages for a [trial length] trial of [your product] at [prospect company], where the trial goal is [trial goal] and my champion is [champion name]. Schedule them for day 2 (setup confirmation), day 5 (usage nudge with a tip), day 10 (value review against success criteria), and day 13 (decision prep). Each under 90 words, each with one specific question that reveals whether the trial is on track. Vary the channel suggestion per message (email, Slack/Teams, quick call). Then tell me what to do if usage data shows they have not logged in by day 5.

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