Director AI PLG
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Job Description
Director of AI PLG at WorkSpan focusing on AI technology stack design and customer engagement automation. Leading strategies to enhance product-led growth through data-driven insights and AI solutions.
Responsibilities:
- 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
- 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
- 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
Requirements:
- 5+ years in revenue, sales, or marketing operations with recent, hands-on experience implementing AI tools
- Proven experience at a Product-Led Growth company, ideally at the Series C stage
- Strong background in data analysis, aligning data models, and evaluating model performance
- Data-driven and experimentation-minded with specific experience in freemium/trial conversion models
- A 'scrappy' approach to execution with the ability to manage vendor relationships and lead change management
Benefits:
- Own your results and make a tangible impact on the business
- Develop a deep understanding of GTM working closely with leadership across sales & marketing
- Work with driven, passionate people every day
- Be a part of an ambitious, supportive team on a mission
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