Senior Director P&T Operations

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! 

Location: Schaumburg, IL, Remote (Central or Eastern Time Zone)

Reports To: SVP of Product & Technology

Position Overview:

We are seeking an experienced and strategic Sr. Director/Director of Product & Technology Operations to lead and optimize the operational framework across our Product, Engineering, User Experience, and Infrastructure teams. This leader will play a pivotal role in ensuring the smooth execution of product development, with an emphasis on operational cadence, risk management, metrics tracking, and launch readiness. You will partner closely with cross-functional teams to ensure alignment with strategic goals and business priorities.

Key Responsibilities:

1. P&T Operations Leadership:

• Lead the Product & Technology Operations team, ensuring alignment with overall business objectives and product strategy.
• Oversee and refine the product and technology operating cadence, ensuring operational efficiency and cross-functional  collaboration.
• Own the strategy for risk management within product delivery, ensuring proactive identification and mitigation of risks across  teams and projects.

2. Program Management Office (PMO) Oversight:

• Oversee the PMO function, driving agile execution and  progress tracking against product roadmaps.
• Ensure effective resource allocation, sprint planning, and project delivery through collaboration with PMO and  development teams.
• Integrate risk management into PMO processes, identifying and addressing risks early to keep projects on track.

3. Metrics & Reporting:

• Establish and maintain KPIs and metrics to track team performance, product success, and business outcomes.
• Provide regular updates to leadership through KPI dashboards, reports, and performance reviews.
• Lead the preparation for key business reviews (QBRs, roadmap reviews) and ensure alignment with product and technology goals.

4. Launch Management:

• Oversee product launch readiness, ensuring Go-To-Market (GTM) strategies and customer support preparations are in place.
• Drive coordination across cross-functional teams to ensure a successful product launch and post-launch tracking.

5. Cross-Functional Collaboration:

• Foster strong relationships with product, engineering, UX, infrastructure, and business teams to drive alignment on goals, timelines, and roadmaps.
• Ensure clear and consistent communication across teams, managing dependencies and facilitating collaboration to achieve  strategic objectives.
• Provide regular executive-level updates, ensuring that key stakeholders are informed and aligned with product and technology  initiatives, priorities, and risks.

Operating Cadence & Rhythm:

In this role, you will help mature and refine the current operating cadence to increase efficiency and responsiveness. You will be responsible for recommending and implementing new cadences as needed to optimize collaboration, tracking, and decision-making across teams. Your leadership will support:

• Refining daily, weekly, monthly, and quarterly cadences to ensure smooth project execution, cross-functional alignment, and timely delivery of key product initiatives.

Direct Reports (Planned): Director/Sr. Manager Product & Technology PMO, Director/Sr. Manager Launch Management. Sr. Manager/Manager Business Operations, Business Analyst Metrics, additional roles to be built out.

Qualifications:

• Experience: 10+ years of experience in product operations, program management, or related roles, with at least 5 years in a leadership position in a fast-paced, technology-driven environment.
• Skills:
  • Expertise in agile development, project management, and operational leadership.
  • Strong background in metrics tracking, performance analysis, and business reporting.
  • Proven experience in leading  cross-functional teams, managing product roadmaps, and ensuring on-time product delivery.
  • Ability to influence stakeholders at all levels and ensure alignment on business objectives.
  • Excellent executive and  stakeholder communication skills, with a track record of presenting to and collaborating with senior leadership and key business stakeholders.

Preferred Qualifications:

• Advanced degree (MBA, M.S. in Technology, Engineering, or related fields) preferred.
• Certifications in project management (PMP, Agile, Scrum, etc.) are a plus.
• Familiarity with tools like JIRA, Confluence, and other Agile management platforms.

Why Join Us:

• Lead a high-performing, cross-functional team in a rapidly evolving product environment.
• Directly impact the product development lifecycle and business outcomes.
• Collaborate with senior leadership to drive strategic initiatives and business priorities.

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. 

This role can be performed from any office in the US. The pay range for this position is $180,000 - $300,000/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.