Senior Product Manager, AI

atPaychexRemoteUS flagArizonaFull-timeProduct ManagerSenior$110k – $140k/year

Posted 2 days ago

This is a fully remote position, open to applicants in Arizona.

📋 Description

• Take ownership of product strategy and roadmap for AI-driven capabilities, workflow automation, data insights, integrations, and platform enhancements.

• Convert customer challenges, business objectives, technical opportunities, and operational limitations into product priorities.

• Establish MVPs, phased releases, success metrics, rollout strategies, risk management, and business cases.

• Determine when AI offers sustainable value versus when rules-based or deterministic automation is preferable.

• Collaborate with engineering teams to design, test, and deploy AI-driven features, copilots, assistants, agents, conversational interfaces, and intelligent workflows.

• Create user journeys, permissions, tool interactions, guardrails, fallback mechanisms, escalation protocols, confidence benchmarks, and human review requirements.

• Compose product specifications that include prompts, context engineering, structured outputs, retrieval processes, workflow orchestration, model limitations, evaluation criteria, and release readiness.

• Develop natural-language interactions over complex data with structured and defensible outputs.

• Set AI release-readiness standards, covering hallucination management, PII protection, audit trails, observability, rollback strategies, and user transparency.

• Utilize modern AI tools for research, synthesis, requirements gathering, analysis, and prototyping.

• Gain insights into customer workflows related to screening, compliance operations, document management, monitoring, integrations, and regulated environments.

• Identify ways to connect fragmented workflows, data sources, partner systems, and customer operations.

• Perform customer discovery, stakeholder interviews, workflow analysis, competitive research, and market evaluation.

• Leverage customer feedback, support trends, usage analytics, sales input, implementation challenges, and market signals to shape priorities.

• Monitor foundation model releases, agent frameworks, AI evaluation techniques, and trends in workflow automation.

• 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.

• Work with security, compliance, legal, and operations teams to manage sensitive data, PII, bias, explainability, auditability, and human oversight risks.

• Establish AI governance frameworks, monitoring protocols, documentation, transparency, audit trails, and release controls.

• Set KPIs for adoption, workflow completion, time savings, quality, customer satisfaction, risk mitigation, efficiency, and revenue impact.

• Define AI metrics such as task success, acceptance, escalation, hallucination rates, trust levels, cost per successful outcome, and time savings.

• Create evaluation methodologies using golden datasets, offline assessments, human reviews, LLM-as-judge, regression checks, shadow mode, staged rollouts, and online experiments.

• Deliver an AI product roadmap and progress at least one AI-driven capability, intelligent workflow, data insight, or integration experience towards production within the first 6–12 months.


⛳️ Requirements

• Minimum of 7 years of product management experience in B2B SaaS, workforce technology, compliance software, transportation technology, enterprise workflow software, data products, automation solutions, or a related field.

• At least 1 to 2 years of experience delivering AI/ML, generative AI, intelligent automation, conversational analytics, agent workflows, or data-driven workflow products to end users.

• Proven ownership of at least one AI-powered or agent-based capability.

• Strong technical proficiency in LLMs, prompt design, context engineering, retrieval-augmented generation, structured outputs, agent frameworks, evaluation techniques, and the trade-offs of cost, latency, quality, and safety.

• Experience in defining product strategy, requirements, user stories, acceptance criteria, success metrics, rollout strategies, and post-launch iterations.

• Solid product judgment regarding the use of AI versus deterministic workflow automation.

• Familiarity with sensitive data, regulated workflows, compliance-focused products, high-trust customer environments, or enterprise systems.

• Excellent analytical, written, and verbal communication skills.

• Bachelor’s degree in business, computer science, engineering, data science, human-computer interaction, or a related discipline.

• Equivalent experience may also be considered.

• Prior 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-intensive workflows.

• Proven record of launching AI-enabled features, agents, copilots, workflow automation, recommendation systems, or data-driven decision support into production.

• Experience in designing conversational or natural-language interfaces for complex enterprise data.

• Familiarity with LLM or agent evaluation systems.

• Knowledge of 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.

• 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, ergonomic home workspace.

• Stable and reliable high-speed internet connection is required.

• Adequate lighting and minimal background noise for professional video calls and meetings.

• Ability to occasionally lift and carry up to 5 pounds.

• Capacity to work effectively in an ergonomic home environment.

• Successful completion of a background investigation and drug screening is 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

• Exposure to executive product leadership

• Opportunity to work on AI, automation, integrations, and data-driven insights

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