Sr. Director, AI Product Strategy

Duties and responsibilities, as they align to Ryan’s Key Results:

• 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.

Education and Experience:

• 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.

Preferred Qualifications:

• Anticipates and proactively delivers expected results for executive leadership team
• Effectively solves problems
• Streamlines and improves processes
• Demonstrates initiative and provides complete follow-through on areas of responsibility
• Advanced written, visual and verbal communication skills
• Superior attention to detail
• Demonstrates accuracy and thoroughness
• Sense of urgency
• Demonstrates willingness to be flexible and adaptable to changing priorities
• Thrives working both independently and in a team-based environment
• Strong multitasking and organizational skills

Supervisory Responsibilities:

Requires supervisory responsibilities, including managing projects, training employees, assigning work, and making sound business decisions while representing the Firm.

Work Environment:

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Travel:

Standard indoor working environment.

Occasional long periods of sitting while working at computer. Must be able to lift, carry, push, or pull up to 30 lbs.

Position requires regular interaction with employees at all levels of the Firm, clients, and interface with external vendors as necessary.