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Senior Director, Ops & Rewards; Hybrid​/Remote

Remote / Online - Candidates ideally in
Oak Brook, DuPage County, Illinois, 60523, USA
Listing for: RedSail Technologies
Full Time, Remote/Work from Home position
Listed on 2026-07-26
Job specializations:
  • HR/Recruitment
    HR Manager, HR Generalist / Talent Management, Regulatory Compliance Specialist, Recruiter / Talent Acquisition
Salary/Wage Range or Industry Benchmark: 160000 - 180000 USD Yearly USD 160000.00 180000.00 YEAR
Job Description & How to Apply Below
Position: Senior Director, People Ops & Total Rewards (Hybrid/Remote)

Sr. Director, People Operations & Total RewardsJob Summary

The Sr. Director, People Operations & Total Rewards is a senior HR leader responsible for designing and leading Red Sail’s compensation, benefits, and HR operations strategy. This role sits at the intersection of total rewards strategy, HR operations excellence, and business partnership, ensuring Red Sail 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 Red Sail'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 DutiesTotal 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 Red Sail'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…
Position Requirements
10+ Years work experience
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