Senior Director Of Human Resources

About the role

The Senior Director of Human Resources serves as the organization's senior Human Resources executive and strategic advisor to the Chief Executive Officer. As a member of the Executive Leadership Team, the Director leads the development and execution of the organization's people strategy, ensuring Roads to Success attracts, develops, and retains exceptional talent while maintaining compliance with all applicable federal, state, and local employment laws.

Position Summary

The position involves serving as a strategic advisor to the CEO and Executive Leadership Team, developing and executing the organization's Human Capital Strategy, leading workforce planning, succession planning, and organizational change initiatives, presenting workforce metrics and HR updates to executive leadership and the Board, partnering with Finance on personnel budgeting and compensation planning, identifying organizational risks and recommending proactive HR solutions, and overseeing various HR functions including talent acquisition, employee relations, compensation, benefits, compliance, and organizational development.

Talent Acquisition & Workforce Planning

• Lead full-cycle recruitment, onboarding, orientation, and offboarding.
• Develop inclusive recruitment strategies and talent pipelines.
• Partner with leaders to forecast staffing needs.
• Maintain accurate job descriptions and workforce plans.

Employee Relations & Performance Management

• Lead workplace investigations, conflict resolution, corrective actions, and employee relations matters.
• Coach managers on performance management, documentation, and accountability.
• Oversee annual evaluations, performance improvement plans, leadership development, and succession planning.
• Develop employee engagement, recognition, and retention initiatives.

Compensation, Benefits & Payroll

• Lead compensation strategy, salary benchmarking, and pay equity initiatives.
• Oversee benefits administration, Open Enrollment, COBRA, 401(k), leave administration, and vendor relationships.
• Provide strategic oversight of payroll administration through Paycom in partnership with Finance.

Compliance & Risk Management

• Ensure compliance with all applicable federal, New York State, and New York City employment laws.
• Maintain HR policies, employee handbook, I-9 compliance, harassment prevention training, and personnel records.
• Partner with legal counsel and conduct periodic HR audits.

Youth-Serving Organization Compliance

• Ensure compliance with DOE, DYCD, DOHMH Article 47, SACC, background screening, fingerprinting, mandated reporter requirements, and grant-funded personnel standards.
• Support government monitoring visits and external audits.

Organizational Development & HR Technology

• Lead leadership development and professional learning initiatives.
• Administer Paycom HRIS and develop HR dashboards.
• Monitor turnover, retention, engagement, hiring metrics, and workforce analytics.

Budget & Vendor Management

• Develop and manage the HR operating budget.
• Manage relationships with benefits brokers, retirement providers, legal counsel, payroll, and background screening vendors.

Qualifications

• Bachelor's degree in Human Resources, Business Administration, or related field required; Master's degree preferred.
• 8–10 years of progressively responsible Human Resources experience with at least 5 years in a leadership role. Nonprofit experience strongly preferred.
• Strong knowledge of New York employment law, employee relations, payroll oversight, benefits administration, organizational development, and HRIS systems (Paycom preferred).
• Professional certification such as SHRM-SCP, SHRM-CP, SPHR, or PHR preferred.

Perks & Benefits

• 10 Vacation Days
• 4 Personal Leave Days
• 10 Holidays
• Health Insurance
• Life Insurance
• Commuter Benefits
• Flexible Spending Account (FSA)
• Bereavement Leave (4 days)
• Jury Duty Leave (5 days)
• Family Leave/Unpaid Leave
• Safe and Sick Leave (10 days)
• Comprehensive 401K plan in partnership with Empower Why Join Roads to Success?

EQUAL OPPORTUNITY EMPLOYER

Roads to Success is dedicated to fostering an inclusive workplace that embraces diversity. All qualified candidates will be considered without regard to race, color, religion, gender, national origin, disability, protected veteran status, or any other characteristic protected by law. We believe that diversity and inclusion are essential to our success in serving youth.