RedSail Technologies

Sr Director, People Operations & Total Rewards

RedSail Technologies$160K — $180K *
Business Services
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's degree in HR, Business, Finance, or a related field; Master's degree or relevant certification preferred.
  • 10+ years of progressive HR experience with depth in compensation, benefits, and HR operations; at least 5 years in a senior leadership role.
  • Demonstrated expertise in compensation design, benefits strategy, and scalable HR operations.
  • Executive presence with the ability to influence senior leaders, including C-suite stakeholders.
  • Proven track record of developing high-performing teams in fast-paced, growth-oriented environments.

Responsibilities

  • Own and design the enterprise compensation strategy, addressing salary structures and job leveling.
  • Lead annual compensation planning, market benchmarking, and pay equity analysis with Finance and business leaders.
  • Manage design and strategy of health, welfare, and retirement benefits programs, ensuring competitiveness and compliance.
  • Oversee People Operations, HRIS strategy, compliance, and data integrity throughout the employee lifecycle.
  • Identify and implement HR technology and process improvements to enhance efficiency and employee experience.
  • Serve as HR Business Partner to senior leaders, advising on organizational design and workforce planning.
  • Lead and develop a team of People Operations and Total Rewards professionals, fostering a high-performance culture.

Benefits

  • PTO and work-life balance.
  • 401k with 5% match.
  • Bonus opportunities based on performance.
  • Comprehensive Medical/Dental/Vision insurance.
  • Access to health clinic and fitness bonuses.
  • Professional development support.
Full Job Description
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.


Salary Range

  • $160,000 - $180,000


Work Location

  • Near any RedSail office.


Benefits Include: PTO, 401k (5%) Match, Bonus Opportunities, Medical/Dental/Vision Insurance, Work-life balance, Health Clinic, Fitness Bonus and Professional Development.

About RedSail Technologies

RedSail Technologies is a software development company that specializes in creating custom software solutions for businesses. The company offers a range of services, including software development, web development, and mobile app development. RedSail Technologies has worked with a variety of clients, including small businesses and Fortune 500 companies. The company is headquartered in Oxnard, California.
Learn more about RedSail Technologies
Size
200 employees
Industry
Net Income
$500,000
Founded
2005
5 Year Trend
+20%
Revenue
$5 million

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