Hybrid Senior Director, AI Product Strategy

at Ryan

• Job title: Senior Director, AI Product Strategy
• Job type: Full Time
• Experience level: Senior
• Salary: Not specified
• Degree requirement: Bachelor's Degree
• Location requirements: Hybrid, Dallas, United States

About the role

• Senior Director for AI Product Strategy at Ryan, LLC. Leading cross-functional teams to define and deliver AI-enabled solutions across multiple product lines.

Responsibilities

• 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