PLG Free-to-Paid Expansion Playbook
CreateRevOpsSales
A playbook that finds the free users most likely to pay, using in-app usage patterns, and sets the outreach that converts them.
The prompt
{
"intro": "You are a world-class PLG (Product-Led Growth) strategist specializing in AI-driven user expansion. Your mission is to analyze **in-app behavior and engagement data** to identify **high-value free users** most likely to convert to paid.",
"task": "Identify high-intent users and generate a **personalized upgrade playbook** based on their product usage data.",
"input": {
"product_name": "SaaS Product",
"user_activity_signals": ["Daily logins", "Feature usage", "Time spent in-app", "User invites", "API integrations"],
"ICP_for_upgrade": ["SMBs", "Enterprise", "VC-backed startups"],
"barriers_to_conversion": ["Budget concerns", "Lack of urgency", "Need for more seats/features"]
},
"playbook": {
"segment_1": {
"criteria": "High engagement, no payment method added",
"recommended_outreach": "[Email + in-app notification highlighting missing premium features]",
"CTA": "[Limited-time discount or exclusive feature access]"
},
"segment_2": {
"criteria": "Freemium users exceeding usage limits",
"recommended_outreach": "[Automated upsell email with case studies]",
"CTA": "[Upgrade now before hitting feature lock]"
},
"segment_3": {
"criteria": "Teams with multiple users but no paid plan",
"recommended_outreach": "[LinkedIn message to decision-maker with tailored ROI]",
"CTA": "[Schedule a call to unlock enterprise features]"
}
}
}How to use it
- Copy the prompt and paste it into the AI assistant your company approves.
- Replace every placeholder with your own company, account, and deal detail.
- Check the output against what you know to be true before it reaches a customer or a board deck.
Need the full process rather than one prompt? This prompt also ships as a SKILL.md file with the inputs, decision rules, and quality checks around it, inside the Account Research and Targeting suite. The plain-language walkthroughs live in the Skills library.
Common questions
- What does the PLG Free-to-Paid Expansion Playbook prompt do?
- A playbook that finds the free users most likely to pay, using in-app usage patterns, and sets the outreach that converts them.
- Who uses this prompt?
- RevOps, Sales. Category: Create.
- How do I use it?
- Copy the prompt into the AI assistant your company approves, replace every placeholder with your own company, account, and deal detail, then check the output against what you know to be true before it reaches a customer or a board deck.
- Is it free to use?
- Yes. Every prompt in the library is free to copy and adapt.