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Senior Director, Product Management (AI/ML)

Attentive - New York, NY, United States - Hybrid

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Salary: USD 281,600 - 352,000 / annual

Attentive is an AI marketing platform that combines SMS, RCS, email, and push notifications with an AI-powered personalization engine to deliver 1:1 customer experiences. The company serves 8,000+ customers across 70+ industries, including major brands like Crate and Barrel, Urban Outfitters, and Carter's, and has been recognized by Deloitte (Fast 500), Forbes (Cloud 100), and LinkedIn as a top startup. You will lead the product strategy and execution for Attentive's autonomous Marketing Agent—an industry-defining, vertically integrated system that represents a step change in performance for enterprise customers. This is a 0-to-1 opportunity to define what an AI-first marketing solution means and shape how autonomous systems operate in the marketing space. Key responsibilities include: - Define the product thesis, strategy, and north-star outcomes for the autonomous Marketing Agent, clarifying what will and will not be built - Work directly with customers and internal experts to understand how marketing decisions are made today and where automation can create leverage - Turn an ambitious, ambiguous opportunity into a focused plan: customer problems, product principles, roadmap, sequencing, and investment choices - Own the end-to-end agent experience and operating loop—understanding customer business goals, forming plans, taking action, measuring results, learning, and improving - Partner deeply with engineering and AI/ML teams on model strategy, data and feedback loops, tool use, retrieval, orchestration, evaluation, reliability, latency, and cost - Establish rigorous evaluation systems for the agent, defining metrics, experiments, and failure analysis to measure genuine improvements in customer outcomes - Lead across boundaries to clarify ownership, resolve disagreements, surface risks early, and build alignment - Co-own the revenue number for this product and partner closely with the CEO You will work with a distributed global team with hubs in New York City, San Francisco, London, and Sydney. Requirements: - 10+ years in product management or closely related product leadership role, including substantial ownership of AI/ML-powered products (quality of experience valued over exact years) - Demonstrated track record shipping consequential AI/ML products with ability to connect technical possibility to customer value and business outcomes - Experience leading 0-to-1 products in settings where the right answer was not obvious and the path changed as you learned - Experience with agents, decision systems, or applied generative AI (especially relevant) - Technical fluency to engage credibly with researchers and engineers on model behavior, evaluation, data quality, system architecture, tradeoffs, and failure modes - Strong product judgment: ability to identify highest-leverage problems, make hard tradeoffs, simplify complexity, and distinguish real insights from compelling stories - Demonstrated habit of using customer evidence, experiments, and honest metrics to make decisions; comfort showing when something failed - Ability to operate as mini-GM of a product area: set direction, create clarity, communicate directly, and take responsibility for outcomes across functions

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