Display Contextual Upgrade Prompts Ai Agent Workflow Inspiration

Trigger personalized in-app upgrade messages when users hit usage limits or attempt to access premium features.

How this Ai Agent Workflow Helps

This workflow is designed for product and growth teams looking to increase conversions by delivering perfectly-timed upgrade prompts within the product experience. By identifying moments when users encounter limitations in their current plan, teams can present contextually relevant upgrade options exactly when users perceive maximum value.

The process begins by monitoring user activity to detect specific trigger events, such as approaching usage limits or attempting to access features not included in their current plan. When these moments occur, AI generates a personalized prompt that acknowledges the user's specific situation and clearly communicates the value of upgrading, using language tailored to their usage context.

Once created, the prompt is displayed within the application as a non-disruptive modal or notification, providing a frictionless path to upgrade. For users who dismiss the prompt, the workflow includes an optional follow-up email to reinforce the upgrade benefits. This approach significantly improves conversion rates by aligning upgrade messaging with moments of high user intent and perceived value.

Who this Ai Agent Workflow Is For

Go-To-Market Pros

You care about improving the entire lifecycle of buyer and customer journeys. And you want inspiration for areas where Ai may help.

Ai Builders

You want inspiration for real-world ways to help people as you're building your Ai product.

Pros Focused on the Expansion Stage

You're focused on the Expansion stage in your daily job and want to find ways for Ai to help you do more with less.

Ai Agent WorkflowExample as Inspiration

Does this AI agent workflow rely too much on AI and not enough on human know-how? Or the reverse? Is it missing steps or tools?

Note that this Ai workflow is presented as inspiration for what's possible. Adjust the amount, type and quality of the data inputs. Adjust how much or how little your human team mates (or you), AI and fully autonomous agents contribute.

And test it! Learn what works and what doesn't.

Don't forget! In the end, it's not just about efficiency. It's about delivering great experiences for your customers and customers-to-be.

1. Trigger: Usage Limit Detection
Trigger. Initiate the in-app upgrade prompt workflow when a user approaches or hits a usage limit or attempts to access a premium feature.
Trigger Event
2. Detect Access Limits
Tool Call. Detect when a user hits a limit or tries to access a feature they don't have.
Data
Usage Analytics Google Analytics Mixpanel Custom API
3. Generate Upgrade Prompt
LLM Call. Call LLM with the user's usage context to generate a personalized upgrade prompt.
Direct Message
LLM OpenAI Anthropic Google Gemini

Prompt

Create a concise, personalized in-app upgrade message for a user who has just {triggerEvent} (e.g., 'reached their limit of 5 dashboards'). The message should:

1. Acknowledge their specific situation
2. Explain the limitation they've encountered
3. Present the benefits of upgrading to the next tier
4. Include a clear call-to-action

Keep the tone helpful and solution-oriented rather than pushy. Limit to 3-4 sentences maximum for an in-app notification.

4. Display In-App Prompt
Tool Call. Display the prompt in-app as a modal or notification with a one-click action to upgrade or contact sales.
Web Page
UI Notification Custom Modal Intercom Drift
5. Send Follow-Up Email
Tool Call. If the prompt is dismissed, send a follow-up email after a day or two and log the outcome.
Email
Email Automation SendGrid Mailchimp Outreach.io

Ask Pathdraft Ai agent to plan your next (or first 👊) Ai agents

Craft an Ai automation or agent plan, just for your b2b. Simple. The first step in automating across your buyer and customer journeys: inspiration for what to build. Talk with an Ai agent via your phone to quickly create your custom Ai agent plan.

1. Call (813) 906-1084 2. Chat with Pathdraft Ai agent 3. Agent emails your agent plan
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Onboarding Agent
Retention Agent
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