Senior Product Manager

🕒 May 8

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Logo of Paychex

Paychex

10,000+ employees

Founded 1971

👥 HR Tech

☁️ SaaS

💸 Finance

HR Tech • SaaS • Finance

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. • Partner with engineering to design, test, and launch AI-enabled features, copilots, assistants, agents, conversational experiences, and intelligent workflows. • Develop deep understanding of customer workflows across screening, compliance operations, document management, monitoring, business-system integrations, and regulated operational environments. • Conduct customer discovery, stakeholder interviews, workflow analysis, competitive research, and market assessment. • Partner with engineering, security, compliance, legal, and operations to manage risks related to sensitive data, PII, bias, explainability, auditability, and human oversight.

🎯 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, such as a co-pilot, assistant, intelligent automation, multi-step workflow, conversational interface, recommendation system, or AI-assisted workflow. • 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, including the ability to decide when AI is appropriate and when deterministic workflow automation is better. • 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.

🏖️ 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

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