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OpenLoop

Director, Total Rewards

OpenLoop

. Own OpenLoop's compensation programs end to end, including job architecture, leveling, salary ranges, market pricing, and offer guidelines .

Posted 10/16/2026full-timeRemote • United StatesLeadWebsite

Core Competencies

Role fit
Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in managing total rewards programs, including compensation and benefits strategy, compliance with regulations such as ERISA and ACA, and leveraging data for informed decision-making. Proven ability to lead teams, harmonize compensation structures, and educate employees on equity value.

Highest-signal resume keywords
Total Rewards Leadership ExperienceCompensation Program ManagementBenefits Compliance ManagementStrong Modeling Skills in ExcelExperience with Compensation Survey Data

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills
Job ArchitectureLevelingSalary StructuresEquity AdministrationBudget ModelingPay Equity AnalysisData-Backed RecommendationsNondiscrimination TestingDilution ModelingAutomation Tools
Soft Skills
Ability to Simplify Complex ProgramsStrong Communication Skills
Tools & Technologies
RipplingWorkdayAshbyCartaPaveAI Tools
Certifications & Qualifications
CCPCBPCECP
Industry Keywords
HealthcareTelehealthHealthcare ServicesERISAACACOBRAFLSAPay Transparency Laws

About the role

Key responsibilities & impact
  • Own OpenLoop's compensation programs end to end, including job architecture, leveling, salary ranges, market pricing, and offer guidelines
  • Run annual and off-cycle compensation programs, including budget modeling, calibration support, manager tools, and enablement
  • Advise recruiters on offers and pay decisions with data-backed recommendations
  • Administer the equity program, including new-hire, promotion, and refresh grant guidelines, in partnership with Legal
  • Partner with Legal and Finance on equity pool sizing, burn rate, dilution modeling, grant guidelines, and strategy
  • Educate employees about the value of their equity
  • Own benefits strategy and operations covering medical, dental, vision, 401(k), leave, and wellbeing programs
  • Lead annual renewals and open enrollment with brokers and carriers
  • Manage benefits compliance, including ERISA, ACA, COBRA, HIPAA, Form 5500, and nondiscrimination testing
  • Manage benefits and rewards vendors, including contracts, performance, and escalations
  • Harmonize compensation structures and benefit plans across subsidiaries and support diligence and integration for future acquisitions
  • Lead pay equity analyses and partner with HR business partners and Legal on FLSA exemption reviews and multi-state pay transparency and wage-and-hour compliance
  • Build reporting on compensation spend, market competitiveness, benefits utilization, and retention risk, and provide recommendations to leadership
  • Use systems, survey data, AI, and automation tools to improve rewards processes
  • Lead and grow the Total Rewards team
  • Report to the VP, People Operations & Total Rewards
  • Perform other duties as assigned

Requirements

What you’ll need
  • Total rewards leadership experience owning both compensation and benefits
  • Experience in a high-growth company
  • Track record of building or overhauling job architecture, leveling, and salary structures
  • Hands-on experience administering private-company equity
  • Working knowledge of ERISA, ACA, COBRA, HIPAA, FLSA, and state pay transparency laws
  • Strong modeling skills in Excel or Google Sheets
  • Experience with compensation survey data such as Radford, Mercer, Pave, or comparable tools
  • Ability to explain trade-offs to partners and leaders and simplify complex programs for employees
  • Comfortable working remotely with core collaboration hours in Central Time
  • Experience in healthcare, telehealth, or healthcare services preferred
  • Experience integrating compensation and benefits after an acquisition preferred
  • Experience with Rippling, Workday, Ashby, Carta, and Pave or similar platforms preferred
  • CCP, CBP, or CECP certification preferred
  • Experience using AI tools to automate compensation and benefits workflows preferred

Benefits

Comp & perks
  • Medical, Dental, and Vision plans
  • Flexible Spending/Health Savings Accounts
  • Flexible PTO
  • 401(k) + Company Match
  • Life Insurance
  • Pet insurance
  • Wellbeing programs
  • Equity program
  • Remote work arrangement
  • Core collaboration hours in Central Time
  • Professional development/certification opportunities implied through preferred CCP, CBP, or CECP certification support