Director of Human Resources – Payroll & Compliance
FLEXTRADES is a rapidly growing national provider of production solutions recognized by Staffing Industry Analysts as a 2026 Best Place to Work. We are seeking a highly motivated Director of Human Resources - Payroll & Compliance. The Director is
is responsible for designing and scaling a technology-enabled HR operations and compliance infrastructure that supports a fast-growing, multi-state staffing organization. This role owns enterprise-wide payroll accuracy, benefits compliance, and regulatory risk mitigation across all 50 states, ensuring the organization remains compliant in a rapidly evolving legal landscape. The Director partners closely with Executive Leadership and General Counsel to translate regulatory requirements into automated, scalable systems and SOPs, and leads a multi-functional HR team to deliver consistent, compliant employee experiences at scale. Success in this role requires deep expertise in multi-state payroll compliance, HR technology (ATS/HRIS), and process automation.
Duties & Responsibilities:
Strategy & Leadership
- Own and evolve the HR compliance operating model, including payroll, benefits administration, and regulatory compliance programs
- Develop and execute a long-term strategy for scalable, technology-driven HR operations in a high-growth environment
- Lead and develop a multi-layered HR operations team, including individual contributors and people leaders across pre-employment, HR administration, and HR management functions
- Serve as a trusted advisor to senior leadership on compliance risk, workforce strategy, and employee relations matters
- Drive cross-functional alignment with Finance, Legal, Operations, Sales, Recruiting, Safety, and IT on HR and compliance initiatives
- Own and manage strategic relationships with external vendors supporting payroll, benefits administration, and compliance programs
HR Technology & Automation
- Design and implement trigger-based, audit-ready workflows that reduce manual intervention and ensure compliance at scale
- Leverage AI, automation, and system integrations to build proactive compliance controls and monitoring mechanisms
- Partner with IT and business leaders to ensure data integrity, system scalability, and process efficiency
- Continuously evaluate and implement new technologies to improve accuracy, efficiency, and compliance outcomes
Pre-employment & Onboarding
- Set the organizational strategy for a system-driven, scalable, and compliant pre-employment processes for a fully remote workforce
- Lead team of Pre-employment Specialists to build and continuously improve a technology-enabled onboarding experience that ensures compliance, efficiency, and a strong employee experience
Payroll Operations & Compliance
- Set the organizational strategy for multi-state payroll operations and compliance
- Lead HR Generalist in designing, implementing, and continuously optimizing scalable payroll processes supporting a workforce across all 50 states
- Establish and maintain audit-ready documentation and controls for compensation programs, including bonus plans
- Own compliance with federal, state, and local payroll regulations (e.g., wage and hour laws, overtime, paid breaks)
- Leverage HR systems to drive efficiencies in time tracking, attendance, and payroll processing
Benefits Administration
- Partner with HR Director – Employee Engagement and Legal Counsel to ensure competitive, compliant benefits offerings for internal & Technician populations, including participating in annual benefits evaluation & renewal process
- Ensure compliance with all applicable benefits regulations, including mandated leave programs, retirement plans, and contribution limits
- Oversee COBRA administration and ensure adherence to all related regulatory requirements
- Oversee HR Team in leading and administering annual benefits open enrollment for internal & Technician populations
Regulatory Compliance & Risk Management
- Own proactive monitoring, interpretation, and implementation of federal, state, and local employment laws and regulations
- Partner with General Counsel to assess regulatory impact and translate legal requirements into operational controls and system-based workflows
- Represent HR in cross-functional Compliance Committee, driving scalable solutions to meet evolving requirements
- Design and maintain a centralized SOP and compliance documentation system
- Ensure audit readiness through consistent documentation, reporting, and internal controls
- Own compliance programs related to AAP, EEO, FLSA, ADA, and other employment regulations
HR Investigations & Employee Relations
- Establish and oversee investigation protocols and SOPs for workplace concerns, including discrimination, harassment, accommodations, and policy violations
- Train HR team members on investigation best practices, documentation standards, and risk mitigation
- Ensure consistent and defensible documentation of investigation outcomes
- Partner with Legal Counsel as needed on complex or high-risk matters
- All other duties as assigned.
Success Measures:
- Payroll accuracy, timeliness, and audit readiness across all jurisdictions
- Minimal compliance violations, penalties, or audit findings
- Increased percentage of HR compliance processes that are automated and system-driven
- Scalable onboarding and pre-employment processes with high compliance completion rates
- Strong internal controls, documentation standards, and regulatory audit outcomes
- Travel model staffing experience is required for this role
- Bachelor’s degree in Human Resources, Business Administration, Organizational Psychology, or related field
- 8–10+ years of progressive HR experience, with significant focus on payroll operations, compliance, and HR systems
- 5+ years of people leadership experience, including managing managers and/or multi-functional teams
- Demonstrated success designing and scaling HR processes in a multi-state, high-growth environment (staffing or distributed workforce strongly preferred)
- Deep expertise in multi-state employment laws and payroll compliance
- Proven track record of leveraging HR technology, automation, and systems to drive scalability and compliance
- Experience with HRIS (UKG), ATS (Bullhorn), or similar platforms a MUST
Preferred Skills & Experience:
- Strong strategic thinking and business acumen
- Experience leading organizational change in fast-paced or high-growth environments
- Expertise in building technology-driven compliance frameworks and SOP ecosystems
- Data-driven decision-making and analytical mindset
- Excellent communication and stakeholder management skills
- Proven ability to build, develop, and scale high-performing teams
Benefits:
- Best in Class: Medical, Dental, Vision, Disability and Life Insurance coverage offered
- Work remotely in the United States
- Paid holidays, Vacation, & Birthday PTO
- Company sponsored personal wellness plan
- Home office equipment provided
Equal Opportunity Employer:
FlexTrades is an equal opportunity/affirmative action employer. We celebrate diversity and are committed to creating an inclusive environment for all employees, including individuals with disabilities and veterans.