Benefits Program Manager
Faire
About Faire
Faire is an online wholesale marketplace built on the belief that the future is local — independent retailers around the globe are doing more revenue than Walmart and Amazon combined, but individually, they are small compared to these massive entities. At Faire, we're using the power of tech, data, and machine learning to connect this thriving community of entrepreneurs across the globe. Picture your favorite boutique in town — we help them discover the best products from around the world to sell in their stores. With the right tools and insights, we believe that we can level the playing field so that small businesses everywhere can compete with these big box and e-commerce giants.
By supporting the growth of independent businesses, Faire is driving positive economic impact in local communities, globally. We’re looking for smart, resourceful and passionate people to join us as we power the shop local movement. If you believe in community, come join ours.
About this role
We’re looking for a Benefits Program Manager to oversee and continuously improve our benefits programs. This role is responsible for both strong day-to-day administration and thoughtful program optimization. You will manage core benefits operations, serve as a key partner to our vendors, and use data and market insights to ensure our programs are competitive, compliant, and aligned with company goals. The right person is operationally rigorous, comfortable getting into the details, and motivated to find smarter, more efficient ways to deliver a high-quality employee experience.
What you’ll do
- Own day-to-day administration of global benefits programs, ensuring accuracy, compliance, and a strong employee experience
- Act as the primary point of contact for benefits vendors, managing relationships, performance, renewals, and ongoing optimization
- Lead open enrollment planning and execution, including systems testing, vendor coordination, communications, and issue resolution
- Partner with Payroll, Finance, Legal, People teams, and business leaders to ensure smooth operations and support aligned policy decisions
- Track and analyze program utilization, cost trends, employee feedback, and industry benchmarks to assess effectiveness and identify optimization opportunities
- Develop recommendations for program enhancements and support implementation in partnership with Total Rewards leadership
- Identify and drive process improvements, automation opportunities, and policy enhancements to increase operational efficiency and scalability
- Ensure compliance with applicable federal, state, and local regulations (e.g., ERISA, ACA, COBRA, FMLA)
- Support benefits communications by translating complex information into clear, employee-friendly materials
- Contribute to broader Total Rewards initiatives and cross-functional People Team projects as needed
Qualifications
- 5+ years of experience in benefits administration or total rewards, ideally in a high-growth or tech environment
- Strong working knowledge of global benefit programs, employment laws, and compliance
- Demonstrated experience managing vendor relationships and driving accountability and performance
- Proven ability to collaborate with HR, Payroll, Finance, and senior leaders to drive sound benefits decisions and ensure seamless execution
- Analytical mindset with the ability to translate data and benchmarks into clear recommendations
- Strong attention to detail and ability to manage multiple priorities in a fast-paced environment
- Clear and practical communicator, able to explain complex benefits concepts to employees and cross-functional partners
- High ownership mentality with a bias toward improving processes rather than simply maintaining them
- Cultural awareness and adaptability for working across regions
Salary Range
San Francisco : the pay range for this role is $110,500 to $152,000 per year.
This role will also be eligible for equity and benefits. Actual base pay will be determined based on permissible factors such as transferable skills, work experience, market demands, and primary work location. The base pay range provided is subject to change and may be modified in the future.
Hybrid Faire employees currently go into the office 3 days per week on Tuesdays, Thursdays, and a third flex day of their choosing (Monday, Wednesday, or Friday). Additionally, hybrid in-office roles will have the flexibility to work remotely up to 4 weeks per year. Specific Workplace and Information Technology positions may require onsite attendance 5 days per week as will be indicated in the job posting.
Why you’ll love working at Faire
- We are entrepreneurs: Faire is being built for entrepreneurs, by entrepreneurs. We believe entrepreneurship is a calling and our mission is to empower entrepreneurs to chase their dreams. Every member of our team is taking part in the founding process.
- We are using technology and data to level the playing field: We are leveraging the power of product innovation and machine learning to connect brands and boutiques from all over the world, building a growing community of more than 350,000 small business owners.
- We build products our customers love: Everything we do is ultimately in the service of helping our customers grow their business because our goal is to grow the pie - not steal a piece from it. Running a small business is hard work, but using Faire makes it easy.
- We are curious and resourceful: Inquisitive by default, we explore every possibility, test every assumption, and develop creative solutions to the challenges at hand. We lead with curiosity and data in our decision making, and reason from a first principles mentality.
Faire was founded in 2017 by a team of early product and engineering leads from Square. We’re backed by some of the top investors in retail and tech including: Y Combinator, Lightspeed Venture Partners, Forerunner Ventures, Khosla Ventures, Sequoia Capital, Founders Fund, and DST Global. We have headquarters in San Francisco and Kitchener-Waterloo, and a global employee presence across offices in Toronto, London, and New York. To learn more about Faire and our customers, you can read more on our blog.
Faire provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity or gender expression.
Faire is committed to providing access, equal opportunity and reasonable accommodation for individuals with disabilities in employment, its services, programs, and activities. Accommodations are available throughout the recruitment process and applicants with a disability may request to be accommodated throughout the recruitment process. We will work with all applicants to accommodate their individual accessibility needs. To request reasonable accommodation, please fill out our Accommodation Request Form (https://bit.ly/faire-form)
Privacy
For information about the type of personal data Faire collects from applicants, as well as your choices regarding the data collected about you, please visit Faire’s Privacy Notice (https://www.faire.com/privacy)