Director Product Management - Workflows & AI

 ** Ideal candidate will be located in Central or Eastern Time Zones**

Paylocity is an award-winning provider of cloud-based HR and payroll software solutions, offering the most complete platform for the modern workforce. The company has become one of the fastest-growing HCM software providers worldwide by offering an intuitive, easy-to-use product suite that helps businesses automate and streamline HR and payroll processes, attract and retain talent, and build a strong workplace culture.

While traditional HR and payroll providers automate basic HR processes such as payroll and benefits administration, Paylocity goes further by developing tools that HR and businesses need to compete for talent and deliver against the expectations of the modern workforce.

We give our employees what they need to succeed, including great benefits and perks! We offer medical, dental, vision, life, disability, and a 401(k) match, as well as perks that support you, your family, and your finances. And if it’s career development you desire, we provide that, too! At Paylocity, people matter most and have always been at the heart of our business.

Help Paylocity enhance communication and enable employees to connect, collaborate, and create from anywhere with a position in Product & Technology!

Want to develop the strategies and principles needed to deliver compelling software? Join our team and help us enhance our all-in-one software platform, elevate our one-of-a-kind technology, and improve the employee experience.

Take your career to the next level at one of G2's Top 100 Software Companies. Explore our Product & Technology positions to see where you fit!

The Director of Product Management, AI & Workflows will be responsible for defining, delivering, and scaling platform capabilities that enable trusted AI experiences and workflow automation across the Paylocity product suite. This leader will own strategy and execution across a portfolio of AI, agent, automation, workflow, and analytics capabilities that assist users, automate business processes, generate insights, and drive measurable business outcomes for customers. You will lead and mentor a team of Product Managers and Product Leaders, translating strategic objectives into clear product initiatives and aligning teams on outcomes, sequencing, launch readiness, and continuous improvement. The role requires strong product judgment, fluency in modern AI and workflow platform concepts, and proven success leading teams that deliver complex, cross-cutting platform capabilities in a regulated enterprise environment. 

Primary Responsibilities  

The below represents the primary duties of the position, others may be assigned as needed. To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. The requirements listed below are representative of the knowledge, skill, and/or ability required. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.  

Product Strategy & Leadership: 

• Define and execute customer-centric product strategies that deliver trusted AI and workflow experiences as part of the Paylocity platform and drive customer value for HR, IT, Finance, and business leaders. 
• Set high-level business direction for AI and Workflows platform capabilities, enabling intelligent solutions that can assist users, automate business processes, and act on users’ behalf within appropriate guardrails. 
• Identify high-impact opportunities to co-create innovative AI and workflow solutions with customers, grounded in trusted data practices and measurable business outcomes. 
• Clearly articulate the quantified value of AI and Workflow features to customers, executives, Sales, Customer Success, and go-to-market teams. 
• Define and manage business cases for key initiatives, ensuring alignment on product vision, customer value, user experience, success metrics, total cost of ownership, and corporate objectives. 
• Design and manage performance benchmarks and feedback loops to continuously improve AI and Workflow solutions and communicate what these capabilities can and cannot do. 
• Stay current on AI, workflow  automation, agents, analytics, and HCM technology trends, using market and industry knowledge to raise the bar for product strategy and execution. 

Product Development & Execution: 

• Translate strategic objectives into sequenced program initiatives with clear scope, resourcing assumptions, risks, dependencies, milestones, and measurable outcomes. 
• Lead a portfolio of AI and Workflows platform initiatives from concept through launch and iteration,  driving delivery, removing roadblocks, and actively managing risks and dependencies. 
• Partner with Engineering, Data, UX, Security, Legal, and Compliance to translate capabilities into reliable, scalable product experiences that balance innovation with privacy, compliance, and enterprise-grade quality. 
• Ensure effective use of product development lifecycle processes, including maintaining JIRA hygiene, preparing executive status communications, incorporating early access feedback, and driving launch and go-to-market teams toward key business objectives. 
• Drive outcome- and  learning-oriented operating feedback loops using product metrics, experimentation, customer feedback, and post-launch iteration. 
• Promote adoption of platform capabilities to enhance customer value while reducing operational and compliance risk. 

Innovation & Customer Growth: 

• Deeply understand customer pain points and identify how AI, agents, workflow automation, and analytics can improve the customer experience and deliver business outcomes. 
• Monitor market trends, competitor capabilities, and emerging AI and Workflow technologies to identify opportunities for differentiation and customer value. 
• Foster a culture of experimentation, innovation, and continuous improvement, ensuring product decisions are informed by customer feedback, real-world usage data, and responsible AI practices. 

Cross-Functional Collaboration & Stakeholder Alignment: 

• Align cross-functional partners across Engineering, UX, Data, Legal, Security, Compliance, Sales, Marketing, Customer Success, and Go-to-Market on outcomes, sequencing, dependencies, and launch readiness. 
• Present business cases, portfolio plans, progress, tradeoffs, and product impact reports to executive leadership with transparency on customer value, risk, adoption, and success metrics. 
• Establish strong feedback loops  with customers, Sales, Support, Implementation, Customer Success, and early access programs to refine products, address pain points, and improve user experience. 

Governance & Trust: 

• Partner with Legal, Security, and Compliance to ensure responsible AI usage, effective data governance, privacy, and retention practices. 
• Define guardrails for data usage and lifecycle management, including classification, access controls, retention policies, explainability, human-in-the-loop workflows, and reliability expectations. 
• Evaluate AI vendor offerings, models, and platforms with a strong risk, value, scalability, and ROI lens. 
• Communicate AI limitations clearly and honestly to internal and external stakeholders. 

Leadership & Team Development: 

• Lead, mentor, coach, and develop a team of Product leaders and Product Managers across AI, Workflow, automation, and platform domains. 
• Set clear expectations, priorities, and standards for product excellence, including strong discovery, clear requirements, high-quality decision making, and accountability for outcomes. 
• Act as a multiplier by establishing reusable patterns, frameworks, and best  practices for AI product development and responsible workflow automation. 
• Create mechanisms, systems,  processes, and strategies that instill PCTY values within the organization and foster a culture of innovation, continuous learning, and customer focus. 

Education and Experience 

• BS degree or higher in a related technical field. 
• 8+ years of Product Management experience, with 3+ years in a senior or group product leadership role in a fast-paced SaaS environment. 
• Demonstrated experience shipping AI-enabled, data-driven, agent, automation, or platform products in a B2B SaaS environment, preferably external products that operate at scale. 
• Demonstrated experience shipping Workflow platform products in a B2B SaaS environment: external workflow products that operate at scale. 
• Strong understanding of modern AI concepts, including LLMs, retrieval-augmented generation, agents, automation, analytics, and feedback loops at a product level. 
• Proven ability to lead and scale product teams, strengthen product craft, and develop Product Managers and Product Leaders. 
• Ability to successfully interface with technical and non-technical stakeholders at all levels, with exceptional executive communication and  presentation skills. 
• Experience working cross-functionally with Engineering, Data, UX, Design, Legal, Security, Compliance, Sales, Marketing, Customer Success, and Go-to-Market teams. 
• Proven success developing product vision and strategy from customer needs, market insight, and business objectives. 
• Strong track record guiding products through discovery, delivery, launch, iteration, and lifecycle management using strategic thinking, creative problem-solving, and adaptability to change. 
• Strong business acumen with the ability to connect product metrics, adoption, customer outcomes, operational risk, and financial performance to business impact. 
• Strong systems thinking and ability to leverage performance benchmarks and feedback loops to  improve AI and Workflow performance over time. 
• Experience managing competing priorities and aligning multiple areas of the business around common  goals, dependencies, sequencing, and tradeoffs. 
• Demonstrated ability to  influence senior leaders and secure buy-in on product strategies, portfolio plans, and investment priorities. 
• A strong sense of  curiosity, with a passion for innovation, continuous learning, responsible AI, and staying ahead of industry trends. 

Physical requirements 

• Ability to sit  for extended periods: The role requires sitting at a desk or workstation  for long periods, typically 7-8 hours a day. 
• Use of  computer and phone systems: The employee must be able to operate a computer, use phone systems, and type. This      includes using multiple software programs and inquiries simultaneously. 

Paylocity is an equal-opportunity employer. Paylocity is committed to the full inclusion of all individuals. We recruit, train, compensate, and promote regardless of race, religion, color, national origin, sex, disability, age, veteran status, and other protected status as required by applicable law. At Paylocity, we believe diversity makes us better.

We embrace and encourage our employees’ differences in age, culture, ethnicity, family or marital status, gender identity or expression, language, national origin, physical and mental ability, political affiliation, race, religion or spiritual belief, sexual orientation, socio-economic status, veteran status, and other characteristics that make our employees unique. We actively cultivate these differences through our employee resource groups (ERGs), employee experiences, perspectives, talents, and approaches to drive innovation in the software and services we provide our customers.

We comply with federal and state disability laws and make reasonable accommodations for applicants and employees with disabilities. To request reasonable accommodation in the job application or interview process, please contact accessibility@paylocity.com. This email address is exclusively designated for such requests, aligning with federal and state disability laws. Please do not send resumes to this email address, as they will be removed.

The base pay range for this position is $190,000 - 275,000/yr; however, base pay offered may vary depending on job-related knowledge, skills, and experience. This position is eligible for an annual bonus and restricted stock unit grant based on individual performance in addition to a full range of benefits outlined here. This information is provided per the relevant state and local pay transparency laws for the location in which this position will be performed. Base pay information is based on market location. Applicants should apply via www.paylocity.com/careers.

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