RedSail Technologies Logo

RedSail Technologies

Sr Director, People Operations & Total Rewards

Posted 10 Days Ago
Be an Early Applicant
In-Office
Long Island City, New York, NY, USA
160K-180K Annually
Senior level
In-Office
Long Island City, New York, NY, USA
160K-180K Annually
Senior level
Lead enterprise compensation, benefits, and People Operations strategy. Own pay structures, benefits design, HRIS and payroll partnerships, compliance, metrics, and vendor management. Serve as HR business partner to senior leaders, advise on org design and promotions, lead a People Ops and Total Rewards team, drive HR process improvements, and support acquisitions and executive HR strategy.
The summary above was generated by AI
Sr. Director, People Operations & Total Rewards
Job Summary

The Sr. Director, People Operations & Total Rewards is a senior HR leader responsible for designing and leading RedSail’s compensation, benefits, and HR operations strategy. This role sits at the intersection of total rewards strategy, HR operations excellence, and business partnership, ensuring RedSail has the scalable people infrastructure, competitive rewards programs, and leadership advisory support needed to enable growth. Reporting to the Chief People Officer, this leader ensures RedSail's pay and benefits programs are competitive, equitable, and sustainable, while building scalable HR operations infrastructure that supports a growing organization. The Sr. Director also serves as an HR Business Partner to assigned senior leaders and functions, develops HR talent, and partners closely with Finance, Payroll, Legal, and senior HR leadership to align total rewards strategy with business objectives. This individual also serves as a trusted advisor to the CPO and executive team.


Key Duties
Total Rewards
  • Own the enterprise compensation strategy, including salary structures, job leveling, and incentive programs that ensure internal equity and market competitiveness.
  • Lead annual compensation planning cycles and ongoing market benchmarking and pay equity analysis, partnering with Finance and business leaders to keep pay practices competitive, defensible, and compliant.
  • Own the design, vendor management, and cost strategy for health & welfare and retirement (401(k)) benefits programs, including annual open enrollment.
  • Evaluate benefits plan performance, cost trends, and utilization, recommending plan design changes that balance employee experience with cost management.

People Operations and Compliance
  • Own the People Operations function, including HRIS strategy, payroll partnership, HR compliance and data integrity across the employee lifecycle.
  • Identify and lead HR technology, workflow, and process improvements that increase efficiency, strengthen data quality, and improve the employee and leader experience.
  • Establish and maintain HR operations and total rewards metrics, dashboards, and reporting routines that provide visibility into service levels, compliance, cost trends, employee experience, and program effectiveness.

HR Business Partnership
  • Serve as the HR Business Partner to assigned senior leaders and functions, providing proactive counsel on organizational design, workforce planning, and complex employee relations matters.
  • Advise business leaders on compensation structuring for new roles, promotions, and organizational changes, ensuring decisions align with both business needs and total rewards strategy.
  • Represent the human capital perspective in business planning discussions, serving as a bridge between business strategy and HR program delivery.

Team Leadership & HR Talent Development
  • Lead, develop, and inspire a team of People Operations and Total Rewards professionals, building a high-performing, service-oriented team culture.
  • Build team capability and future HR leadership bench strength through individual development plans, stretch assignments, mentorship, and clear performance expectations.
  • Lead change management and communication planning for total rewards, HR operations, HR technology, and compliance initiatives to drive adoption, minimize disruption, and ensure leaders and employees understand what is changing and why.
  • Serve as a senior thought leader across the HR pillar, contributing to enterprise HR strategy alongside the CPO and peer HR leaders.
  • Ensure programs and practices are equitable, legally compliant, and aligned with RedSail's values and policies.
  • Support HR diligence and integration activities for acquisitions.
  • Performs other duties as assigned.

Education/Training
  • Bachelor's degree in Human Resources, Business, Finance, or a related field required; Master's degree or relevant certification, such as CCP, CEBS, or SHRM-SCP, preferred.
  • Ten or more years of progressive HR experience, including significant depth in compensation, benefits, or HR operations, with at least five years in a senior leadership role managing teams and programs at an enterprise level.

Required Work Experience/Skills
  • Demonstrated expertise in compensation design, benefits strategy, and HR operations, with a track record of building programs that are competitive, compliant, and scalable.
  • Executive presence and the ability to build credibility with and influence senior leaders, including C-suite stakeholders.
  • Experience partnering with Payroll, Finance, and Legal on complex compensation, benefits, and compliance matters.
  • Proven ability to lead, develop, and inspire high-performing teams in a fast-paced, growth-oriented environment.
  • Strong vendor management skills, with experience negotiating and managing broker, carrier, and HRIS vendor relationships.
  • Demonstrated ability to lead cross-functional process improvements that simplify workflows, increase operational efficiency, and improve stakeholder experience.
  • Excellent communication and consultative skills, with the ability to explain complex concepts clearly to employees and leaders at all levels.
  • Strong proficiency with HRIS platforms, compensation management tools, and Microsoft Office applications.

Discretionary Judgment
  • Regularly exercises high-level independent judgment on sensitive, complex, and confidential matters involving compensation, benefits, and HR compliance.
  • Uses good judgment and possesses ethical work values; models integrity and discretion in all aspects of the role.

Physical Demands, Working Conditions, and General Employment Guidelines
  • Moderate or high levels of stress may be experienced in the performance of the job
  • Position is performed in a general office environment, home office, or approved remote workspace where physical work includes, but is not limited to, sitting, standing, reaching, kneeling, bending, and lifting to 25 lbs.

Equipment
  • Must have high speed internet access and suitable home office setup in order to work a hybrid schedule.

Safety to Self and Others
  • Little responsibility for safety of others. Job is performed in an office setting where there are no hazardous materials or equipment.

Working Conditions/Hazards
  • Position is performed in an open office environment or approved remote work location.

Compensation & Total Rewards
  • The anticipated base salary range for this position is $160,000-$180,000 annually. This position is also eligible for an annual target bonus of 15-20%. Actual compensation will be determined based on factors including relevant experience, skills, qualifications, and geographic location.
  • Benefits include paid time off, medical, dental, and vision insurance, a 401(k) with a 5% company match, a fitness bonus, professional development opportunities, and programs that support overall well-being.

Work Location
  • Hybrid at a RedSail Office


Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws. For further information, please review the Know Your Rights notice from the Department of Labor.

Similar Jobs

8 Minutes Ago
Easy Apply
Remote or Hybrid
United States
Easy Apply
109K-215K Annually
Junior
109K-215K Annually
Junior
Big Data • Cloud • Software • Database
Build and maintain agent skills, tooling, and evaluation infrastructure: CLIs, libraries, CI workflows, metrics, safety gates, and observability for agent behavior. Design evaluation datasets, investigate failures, and collaborate with product and security teams to ship reliable, reusable internal systems.
Top Skills: C#Ci/CdClisGithub ActionsGoJavaJavaScriptLlmsMongoDBPythonStatic AnalysisTypescript
12 Minutes Ago
Remote or Hybrid
2 Locations
115K-160K Annually
Senior level
115K-160K Annually
Senior level
Cloud • Computer Vision • Information Technology • Sales • Security • Cybersecurity
Serve as a trusted advisor implementing Falcon Next-Gen SIEM and related log management/SOAR capabilities. Deliver integrations, onboarding, searches, dashboards, and AI-assisted investigations. Provide technical guidance, knowledge transfer, customer-facing consulting, and product feedback to influence roadmap and operationalize NG-SIEM in customer environments.
Top Skills: AWSAzureChronicleCriblCrowdstrike FusionExabeamFalcon Next-Gen SiemGCPGoJavaScriptLog ManagementPalo Alto XsoarPostmanPowershellPythonQradarRest ApiSoarSplunkSplunk SoarSumo LogicSwimlaneTinesYaml
12 Minutes Ago
Easy Apply
Hybrid
Easy Apply
Junior
Junior
Fintech • Information Technology • Payments • Productivity • Software • Travel • Automation
Serve as an expert in product functionality and customer use cases; handle escalations with cross-functional teams; meet productivity and quality KPIs; identify and implement process improvements; escalate risks and advise leadership; execute and re-engineer policies and procedures to improve efficiency and compliance.
Top Skills: ExcelGoogle SheetsSalesforce

What you need to know about the NYC Tech Scene

As the undisputed financial capital of the world, New York City is an epicenter of startup funding activity. The city has a thriving fintech scene and is a major player in verticals ranging from AI to biotech, cybersecurity and digital media. It also has universities like NYU, Columbia and Cornell Tech attracting students and researchers from across the globe, providing the ecosystem with a constant influx of world-class talent. And its East Coast location and three international airports make it a perfect spot for European companies establishing a foothold in the United States.

Key Facts About NYC Tech

  • Number of Tech Workers: 549,200; 6% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: Capgemini, Bloomberg, IBM, Spotify
  • Key Industries: Artificial intelligence, Fintech
  • Funding Landscape: $25.5 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Greycroft, Thrive Capital, Union Square Ventures, FirstMark Capital, Tiger Global Management, Tribeca Venture Partners, Insight Partners, Two Sigma Ventures
  • Research Centers and Universities: Columbia University, New York University, Fordham University, CUNY, AI Now Institute, Flatiron Institute, C.N. Yang Institute for Theoretical Physics, NASA Space Radiation Laboratory

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account