Senior Director, Total Rewards

Root Insurance Agency

Senior Director leading total rewards strategy for insurtech company, overseeing compensation, benefits, and operational excellence across HR processes.

Posted 5/22/2026full-timeRemote • Ohio • 🇺🇸 United StatesSenior💰 $195,800 - $244,800 per yearWebsite

About the role

Key responsibilities & impact

Lead compensation strategy, including market evaluations, job architecture, salary structures, and compensation program design and administration.
Serve as a trusted advisor and subject matter expert on compensation, benefits, payroll, leave administration, and total rewards best practices.
Oversee benefits strategy and administration, including vendor partnerships, renewals, open enrollment, employee experience, and regulatory compliance.
Lead payroll and leave administration operations to ensure accurate, timely, compliant, and employee-centered processes.
Partner closely with Talent Acquisition and business leaders to support competitive offers, organizational design, and workforce planning decisions.
Build and maintain reporting and analytics to support pay equity, market competitiveness, and data-driven decision-making.
Drive operational excellence through process improvement, automation, systems optimization, and scalable workflows.
Lead and maintain executive compensation initiatives, equity administration, and Board/Compensation Committee-related activities.

Requirements

What you’ll need

Bachelor’s degree in business, finance, HR, or a related field.
10+ years of progressive experience in compensation or total rewards leadership.
Expertise in compensation strategy, market data, benefits administration, payroll operations, leave administration, and job architecture.
Strong understanding of applicable compensation, payroll, benefits, and leave regulations and best practices.
Strong analytical and problem-solving capabilities with experience working with complex datasets and translating insights into action.
Collaborative leadership style with the ability to build trusted partnerships and influence stakeholders across the organization.
Experience with HRIS, payroll, and compensation systems; Rippling experience preferred.
Excellent communication skills, sound judgment, and ability to manage highly sensitive information with professionalism and confidentiality.
Ability to prioritize effectively and thrive in a dynamic, fast-paced environment.

Benefits

Comp & perks

Competitive bonus
Equity offering
Flexible work arrangements

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

compensation strategymarket evaluationsjob architecturesalary structuresbenefits administrationpayroll operationsleave administrationdata analysisprocess improvementautomation

Soft Skills

analytical skillsproblem-solvingcollaborative leadershipcommunication skillsinfluencing stakeholdersprioritizationprofessionalismconfidentiality