Trial User Engagement Campaign Ai Agent Workflow Inspiration

Monitors trial user activity to deliver personalized guidance and prompts conversion through AI-generated tips, success stories, and timely outreach.

How this Ai Agent Workflow Helps

This workflow helps product and marketing teams maximize trial-to-paid conversion rates by providing personalized guidance based on actual user behavior. By monitoring how prospects engage with your product during their trial period, you can deliver tailored content that addresses their specific needs and usage patterns.

The process begins by tracking each trial user's product interactions, including which features they use frequently, which they haven't explored, and their overall login frequency. Based on this behavioral data, AI generates personalized communication that either helps inactive users get started or guides active users toward more advanced capabilities. For highly engaged users, the system shares advanced tips and relevant customer success stories to reinforce the product's value.

As the trial period nears its end, an AI-drafted summary email highlights the value the prospect has already received and outlines the benefits of conversion. For users who haven't converted as the expiration approaches, the system can trigger sales rep outreach or special incentive offers, ensuring no high-potential trial converts are missed due to lack of follow-up.

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 Consideration Stage

You're focused on the Consideration 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
Trigger. Initiate the trial user engagement workflow when a new user begins their product trial.
Trigger Event
2. Monitor Trial Activity
Tool Call. Kick off a monitoring sequence for trial users and collect data on feature usage and login frequency.
Data
Product Analytics Mixpanel Amplitude Google Analytics
3. Schedule Personalized Tips
LLM Call. Based on activity (or inactivity), schedule personalized messages using an LLM.
Email
LLM OpenAI Anthropic Google Gemini

Prompt

Create a personalized email for trial user {userName} who has been using our product for {daysInTrial} days. Their usage pattern shows they frequently use {usedFeatures} but haven't explored {unusedFeatures} which would be valuable for their role as {userRole} in the {industry} industry. Craft a helpful message that acknowledges their current usage, provides 1-2 quick tips related to features they already use, and introduces one of the unused features with a clear explanation of its benefit to their specific use case. Keep the tone helpful rather than sales-focused.

4. Send Advanced Tips/Success Story
Tool Call. If highly engaged, send tips on advanced usage or a success story.
Email
Email Marketing SendGrid Mailchimp Outreach.io
5. Draft Pre-Expiry Summary Email
LLM Call. Trigger an AI-drafted email summarizing trial value before expiry and outlining next steps.
Email
LLM OpenAI Anthropic Google Gemini

Prompt

Create a trial expiration email for {userName} whose {trialLength}-day trial ends on {expirationDate}. During their trial, they have {usageSummary}. Remind them of the value they've received, highlighting metrics like {keyMetrics} if available. Outline what they'll miss if they don't convert and briefly explain the simple process to upgrade to a paid account. Include pricing information for the recommended plan based on their usage ({recommendedPlan}) and a clear, urgent call-to-action button to convert. The tone should be helpful and focused on value preservation rather than pushy.

6. Schedule Rep Outreach
Tool Call. If trial end nears without conversion, schedule a sales rep outreach or send an incentive email.
Workflow
Task Automation Zapier Salesforce HubSpot

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

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1. Call (813) 906-1084 2. Chat with Pathdraft Ai agent 3. Agent emails your agent plan
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Consideration Agent
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Awareness Agent
Consideration Agent
Purchase Decision Agent
Onboarding Agent
Retention Agent
Expansion Agent
Advocacy Agent