Hybrid Senior Director, AI Product Strategy

Posted last month

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About the role

  • Lead the product strategy and roadmap for AI-first features, including ML-powered document processing, GenAI use cases (e.g., AskRyan), and decision automation tools.
  • Partner with Data Science, Engineering, and UX teams to bring scalable and explainable AI capabilities to market.
  • Drive discovery, experimentation, and delivery of AI models and LLM applications embedded into Ryan’s tax and compliance platforms.
  • Define hypotheses and measurable KPIs for AI solutions; ensure model outcomes align with business goals.
  • Own product lifecycle for AI features: data readiness, prototyping, testing, launch, post-release iteration.
  • Guide the development of human-in-the-loop systems, AI safety protocols, and governance workflows.
  • Collaborate with stakeholders on responsible AI principles (ethics, privacy, interpretability).
  • Manage cross-functional delivery teams; build and prioritize backlogs for AI features and platform enablers.
  • Communicate technical concepts, risks, and value clearly to both executive and non-technical stakeholders.
  • Represent Ryan in AI partnerships, vendor selection, and thought leadership efforts.

Requirements

  • 10+ years in product management, with at least 3 years in AI/ML-enabled product development.
  • Track record of launching AI features in enterprise SaaS, compliance tech, or data-intensive domains.
  • Familiarity with NLP, classification models, embeddings, vector search, prompt engineering, and GenAI tools.
  • Experience defining and monitoring AI model KPIs (precision, recall, confidence, bias).
  • Proven ability to translate complex technical concepts into intuitive customer experiences.
  • Skilled at balancing speed to market with regulatory compliance, data security, and ethical AI practices.
  • Strong cross-functional leadership and product storytelling skills.
  • Bachelor’s degree or equivalent required.
  • Minimum of 10 years of direct work experience in a product management capacity.
  • Experience breaking problems down into component parts, analyzing data and creating hypotheses and MVPs against stated goals.
  • Experience working across agile-based Software Development Lifecycle and processes.

Benefits

  • 14-Weeks of 100% Paid Leave for New Parents (Adoption Included)
  • Monthly Gym Membership Reimbursement OR Gym Equipment Reimbursement
  • Benefits Eligibility Effective Day One
  • 401K with Employer Match
  • Tuition Reimbursement After One Year of Service
  • Fertility Assistance Program
  • Four-Week Company-Paid Sabbatical Eligibility After Five Years of Service

Job title

Senior Director, AI Product Strategy

Job type

Experience level

Senior

Salary

Not specified

Degree requirement

Bachelor's Degree

Location requirements

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