Senior Product Manager, AI

Job not on LinkedIn

🔥 16 hours ago

🌵 Arizona – Remote

🌵 Arizona – Remote

💵 $110k - $140k / year

⏰ Full Time

🟠 Senior

✅ Product Manager

🦅 H1B Visa Sponsor

This company has sponsored H1B visas in the past.

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Paychex

WebsiteLinkedInAll Job Openings

10,000+ employees

Founded 1971

🏥 Healthcare

🛡️ Insurance

💼 Consulting

Healthcare • Insurance • Consulting

Paychex is a leading provider of HR, payroll, and benefits outsourcing services. With over 745,000 business clients, Paychex offers a comprehensive range of services including payroll processing, HR solutions, time and attendance tracking, employee benefits administration, and professional employer organization (PEO) services. The company leverages advanced technology such as AI-assisted recruiting and HR analytics to enhance its offerings and improve client experience. Paychex Flex, its all-in-one cloud-based platform, allows businesses to manage these services seamlessly. Paychex caters to businesses of all sizes, offering solutions tailored to self-employed individuals, small businesses, and large enterprises. Established as a trusted name in the industry, Paychex is renowned for its innovation, ethical practices, and high customer satisfaction.

📋 Description

• Own product strategy and roadmap for AI-enabled capabilities, workflow automation, data-driven insights, integrations, and platform improvements • Translate customer problems, business goals, technical possibilities, and operational constraints into product priorities • Define MVPs, phased releases, success metrics, rollout plans, risk controls, and business cases • Decide when AI creates durable value versus when rules-based or deterministic automation is better • Partner with engineering to design, test, and launch AI-enabled features, copilots, assistants, agents, conversational experiences, and intelligent workflows • Define user journeys, permissions, tool interactions, guardrails, fallback logic, escalation paths, confidence thresholds, and human review requirements • Write product requirements covering prompts, context engineering, structured outputs, retrieval, workflow orchestration, model limitations, evaluation criteria, and release readiness • Design natural-language experiences over complex data with structured, defensible outputs • Establish AI release-readiness criteria, including hallucination handling, PII protection, audit trails, observability, rollback plans, and user transparency • Use modern AI tools for research, synthesis, requirements, analysis, and prototyping • Develop understanding of customer workflows across screening, compliance operations, document management, monitoring, integrations, and regulated environments • Identify opportunities to connect fragmented workflows, data sources, partner systems, and customer operations • Conduct customer discovery, stakeholder interviews, workflow analysis, competitive research, and market assessment • Use customer feedback, support trends, usage data, sales input, implementation friction, and market signals to inform priorities • Track foundation model releases, agent frameworks, AI evaluation methods, and workflow automation trends • Define personas, jobs-to-be-done, user journeys, problem statements, hypotheses, and adoption risks • Lead cross-functional execution across engineering, UX, operations, implementation, compliance, customer success, sales, and marketing • Partner with security, compliance, legal, and operations to manage sensitive-data, PII, bias, explainability, auditability, and human-oversight risks • Establish AI governance practices, monitoring, documentation, transparency, audit trails, and release controls • Define KPIs for adoption, workflow completion, time savings, quality, customer satisfaction, risk reduction, efficiency, and revenue impact • Define AI metrics including task success, acceptance, escalation, hallucination rate, trust, cost per successful outcome, and time saved • Establish evaluation approaches using golden datasets, offline evaluations, human review, LLM-as-judge, regression checks, shadow mode, staged rollouts, and online experiments • Deliver an AI product roadmap and advance at least one AI-enabled capability, intelligent workflow, data-driven insight, or integration-driven experience toward production within the first 6–12 months

🎯 Requirements

• 7+ years of product management experience in B2B SaaS, workforce technology, compliance software, transportation technology, enterprise workflow software, data products, automation products, or a related domain • 1 to 2+ years shipping AI/ML, generative AI, intelligent automation, conversational analytics, agentic workflows, or data-driven workflow products to real users • Ownership of at least one AI-powered or agent-based capability • Strong technical fluency in LLMs, prompt design, context engineering, retrieval-augmented generation, structured outputs, agent frameworks, evaluation methods, and cost, latency, quality, and safety tradeoffs • Experience defining product strategy, requirements, user stories, acceptance criteria, success metrics, rollout plans, and post-launch iterations • Strong product judgment regarding AI versus deterministic workflow automation • Experience with sensitive data, regulated workflows, compliance-heavy products, high-trust customer environments, or enterprise systems • Strong analytical, written, and verbal communication skills • Bachelor’s degree in business, computer science, engineering, data science, human-computer interaction, or a related field • Equivalent experience will also be considered • Experience with employment screening, drug screening, employment verification, credentialing, license or certification tracking, continuous monitoring, audit readiness, regulated operations, document management, healthcare, transportation, employee life cycle, or compliance-heavy workflows • Experience launching AI-powered features, agents, copilots, workflow automation, recommendation systems, or data-driven decision support into production • Experience designing conversational or natural-language interfaces over complex enterprise data • Experience designing or operating LLM or agent evaluation systems • Familiarity with Claude, ChatGPT, Amazon Bedrock, Azure OpenAI, GitHub Copilot, Cursor, LangChain, LlamaIndex, vector databases, MCP-based connectors, LangGraph, AutoGen, CrewAI, Bedrock Agents, or AI evaluation tools • Working understanding of embeddings, retrieval architectures, data quality issues, permissions, enterprise identity, and enterprise data access patterns • Experience with API-driven platforms, integrations, partner ecosystems, data contracts, workflow orchestration, privacy, security, auditability, or trust-sensitive workflows • Must have a dedicated and ergonomic home workspace • Stable and reliable high-speed internet connection • Adequate lighting and minimal background noise for professional video calls and meetings • Ability to lift and carry up to 5 pounds occasionally • Ability to work effectively in an ergonomic home environment • Successful completion of a background investigation and drug screening required upon offer

🏖️ Benefits

• Medical (with company contribution) • Dental (with company contribution) • Vision • Employer paid Life Insurance and Long-Term Disability • Short-Term Disability • 401(k) (with company match) • Paid holidays • Paid time off (PTO) • Sick Time • Pet insurance • Fully remote work • Executive product leadership exposure • Work on AI, automation, integrations, and data-driven insights

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