Senior Director of AI Product Strategy at Ryan, LLC overseeing transformative AI product initiatives. Leading cross-functional teams to deliver AI innovations in tax solutions and compliance technologies.
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
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