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Director AI PLG

Posted March 05, 2026
Salaried, part-time

Job Overview

About the role:

  • Key Responsibilities

AI Infrastructure & Platform Strategy

  • Design and maintain an AI technology stack that supports automated customer life cycles and product-led engagement.
  • Unify customer data into a definitive system of record to power all automated communications and buyer journeys.
  • Evaluate and implement AI tools and data constructs that solve specific friction points in the freemium and trial conversion process.
  • Establish data pipelines and model governance to ensure reliable, scalable, and automated insights.

PLG AI Enablement & Support

  • Implement AI-driven experiences within the application to communicate directly with users based on real-time behavior.
  • Develop AI-powered health monitoring and expansion strategies to drive engagement beyond the initial sales meeting.
  • Scale operations through automation, focusing on "human-in-the-loop" workflows rather than managing a large manual team.
  • Provide recommendations to product and marketing teams on building the foundation for new, automated GTM motions.

Cross-Functional AI Strategy

  • Serve as the AI subject matter expert, "charting the path" for growth by translating business requirements into technical AI solutions.
  • Conduct a 90-day "listening tour" to map out current onboarding processes, data availability, and build customer empathy.
  • Establish performance metrics and continuously optimize AI models based on business outcomes and ROI.

Required Experience

  • 5+ years in revenue, sales, or marketing operations with recent, hands-on experience implementing AI tools.
  • PLG Background: Proven experience at a Product-Led Growth company, ideally at the Series C stage.
  • Technical Acumen: Strong background in data analysis, aligning data models, and evaluating model performance.
  • Mindset: Data-driven and experimentation-minded with specific experience in freemium/trial conversion models.
  • Execution: A "scrappy" approach to execution with the ability to manage vendor relationships and lead change management.

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