Note: The job is a remote job and is open to candidates in USA. Paylocity is an award-winning provider of cloud-based HR and payroll software solutions, and they are seeking a Director of Product Management for AI & Workflows. This role will be responsible for defining, delivering, and scaling platform capabilities that enable trusted AI experiences and workflow automation across the Paylocity product suite.
Responsibilities
- 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
- 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
- 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
- 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
- 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
- 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
Skills
- 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
- 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
Benefits
- Great benefits and perks!
- Medical
- Dental
- Vision
- Life
- Disability
- A 401(k) match
- Perks that support you, your family, and your finances
- Career development
- This position is eligible for an annual bonus and restricted stock unit grant based on individual performance
Company Overview
Company H1B Sponsorship