Benepass · 1 day ago
Sr. Director, People Operations
United States
Full-time
Remote
Director/Executive
$180K/yr - $210K/yrBenepass is a company focused on making benefits easy and tailored to the unique needs of employees. They are seeking a Senior Director of People Operations to lead the People function, establish HR infrastructure, and partner with leadership to enhance employee experience as the company scales.
Employee BenefitsEnterprise SoftwareFinTechHuman Resources
Responsibilities
Build and lead the People function across HR operations, employee experience, and strategic people initiatives
Design and implement HR infrastructure, including payroll, HRIS, and benefits administration systems that can scale with company growth
Lead compensation and benefits strategy, partnering with Finance and leadership to evolve salary frameworks (including evaluating geo-based ranges) and optimize total rewards
Oversee all aspects of the employee lifecycle, including onboarding, performance management, development, and offboarding
Act as a trusted advisor to executives and people managers on organizational design, leadership development, and employee relations
Negotiate and manage benefit programs with external brokers and partners to ensure competitive, compliant, and cost-effective offerings
Develop and maintain people data infrastructure to enable accurate reporting, analytics, and compliance across jurisdictions
Drive cultural initiatives that enhance engagement, belonging, and manager effectiveness
Lead annual review cycles for performance, compensation, and goal-setting, ensuring alignment with company strategy
Plan for scale, laying the groundwork for future programs in manager enablement, learning and development, and workforce planning
Qualification
Required
Proven experience building and scaling People functions from the ground up, including people operations, manager enablement, and core employee programs that support growth and performance
Strong track record designing and evolving talent processes such as performance management, feedback and development frameworks, succession planning, and leadership development
Experience partnering with executive leaders on organizational design, workforce planning, and change management in rapidly scaling environments
Solid understanding of compensation philosophy and strategy, including market benchmarking and geo-based frameworks, with the ability to balance competitiveness, equity, and sustainability
Experience evaluating, implementing, and optimizing People systems and infrastructure (e.g., HRIS, payroll, people analytics), with a focus on scalability and employee experience
Working knowledge of employment law and compliance across multiple U.S. states, with the judgment to apply best practices pragmatically rather than bureaucratically
Excellent communication, influence, and stakeholder management skills, with the ability to coach leaders, navigate sensitive situations, and build trust across the organization
A thoughtful, empathetic, and data-minded approach — able to advocate for employees while driving outcomes that support Benepass' goals
Benefits
95% coverage of medical, dental, and vision
$250 WFH setup
$150/month cell phone + internet
$100/month Wellness
We offer several team onsites a year
Flexible PTO
Company
Benepass
Benepass is a benefits administration platform that helps companies manage and distribute employee perks and benefits.
Founded in 2019
51-200 employees
Funding
Current Stage
Growth StageTotal Funding
$74.73MKey Investors
Centana Growth PartnersPortage VenturesThreshold
2026-01-21Series B· $40M
2024-01-31Series B· $20M
2021-09-29Series A· $12.03M
Leadership Team
Mark Fischer
Co-Founder
Kabir Soorya
Chief Technology Officer (YC W20)
Recent News
2026-01-22
Venture Capital
2026-01-22
Company data provided by crunchbase