Engineering Manager, Benefits

Join Headway as an Engineering Manager specializing in Benefits where you will lead a dynamic team to design and implement impactful benefits solutions. You will play a crucial role in optimizing our engineering processes and enhancing the employee experience through innovative benefits management.

About UsAt Sierra, we are at the forefront of revolutionizing customer experiences through AI technology. Our San Francisco headquarters is complemented by offices in Atlanta, New York, London, France, Singapore, and Japan, reflecting our commitment to a global presence.Our culture is defined by core values of Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These principles guide every aspect of our work and interactions.Founded by industry leaders Bret Taylor and Clay Bavor, we have a strong legacy of innovation, with Bret’s experience as Board Chair of OpenAI and former co-CEO of Salesforce, and Clay’s extensive background at Google.What You'll Do:Lead the design, implementation, and management of Sierra’s global benefits programs, encompassing health insurance, retirement plans, wellness initiatives, leave policies, and local statutory benefits, ensuring competitiveness and compliance across all regions.Collaborate cross-functionally with teams in People, Finance, Legal, and global leadership to develop benefits strategies, budget planning, and facilitate M&A due diligence and new market expansions.Oversee vendor relations and broker partnerships across the U.S., EMEA, and APAC to ensure service excellence, cost efficiency, renewal strategies, and adherence to regulations.Act as a trusted advisor for employees, providing clear and comprehensive guidance on benefits, leaves, eligibility criteria, and policy interpretation to ensure a seamless and supportive experience.Establish scalable systems, reporting mechanisms, and documentation, leveraging data and market insights to assess program effectiveness and adapt offerings to meet the evolving needs of Sierra.What You'll Bring:A minimum of 7 years of experience in global benefits, total rewards, or related HR functions, preferably within a high-growth technology sector.Proficiency in managing complex benefits programs and strong knowledge of compliance regulations across various regions.Exceptional communication and interpersonal skills to foster relationships and provide guidance at all levels.Analytical mindset with the ability to utilize data for decision-making, program evaluation, and strategic planning.Strong project management abilities to oversee multiple initiatives effectively and efficiently.

Role Overview Mercury is looking for a Senior Benefits Consultant to help shape and improve employee benefits programs for a varied client base. This role can be based in San Francisco, New York, Portland, or remote within the United States. What You Will Do Analyze current benefit offerings and identify areas for improvement Ensure benefits programs comply with relevant regulations Provide strategic recommendations that support organizational goals Work closely with HR leaders and stakeholders to design benefits solutions that support employee engagement and satisfaction Use data and metrics to spot trends and refine benefits strategy Who We’re Looking For Experience consulting on employee benefits programs Strong analytical skills and attention to compliance Comfort working with HR teams and stakeholders to develop solutions

Join Gusto as a Principal Product Operations Manager in Benefits, where you'll play a pivotal role in shaping our benefits offerings and enhancing customer experience. You will lead a dynamic team, leveraging your expertise to streamline processes, optimize product performance, and drive strategic initiatives. We are looking for an innovative thinker who thrives in a fast-paced environment and is passionate about improving the lives of our customers.

Join Gusto as a Principal Product Manager in our Agentic Benefits Operations team, where you'll lead the charge in transforming employee benefits for small businesses. Your role will encompass the strategy, development, and implementation of innovative benefits solutions that empower our users. You'll collaborate closely with cross-functional teams to ensure that our products not only meet but exceed the expectations of our customers.This position is ideal for a driven and visionary leader who is passionate about enhancing the workplace experience through exceptional benefits offerings. If you're ready to make a significant impact in a fast-paced environment, we want to hear from you!

About Our TeamThe People team at OpenAI is dedicated to attracting, engaging, and retaining exceptional talent committed to the responsible development and deployment of Artificial General Intelligence (AGI). Within this team, the Benefits unit plays a vital role in designing and delivering innovative benefits and experiences tailored for our rapidly expanding workforce, both domestically and internationally.About the PositionWe are seeking a strategic leader to take on the role of Global Head of Benefits. In this capacity, you will refine and enhance our benefits programs, policies, and processes, focusing on our teams in the US, EMEA, and APAC regions. You will oversee a dedicated team of benefits professionals, guiding their development as we grow.Your responsibilities will include the design, implementation, and communication of benefit programs and policies that attract and retain top talent. Reporting directly to the VP of Total Rewards, you will ensure that our global benefits framework complies with regulatory standards across various jurisdictions. Collaboration with senior leadership will be crucial to align our benefits strategy with business objectives. You will also manage relationships with global vendors across benefits, retirement plans, disability support, and various perks.Your Responsibilities Will Include:Strategic Vision: Lead the creation and management of comprehensive employee benefits programs, spanning health insurance to wellness initiatives, ensuring our employees feel appreciated and supported.Compelling Narratives: Develop a rewards philosophy that resonates throughout the organization, integrating total rewards strategies with our employee value proposition and promoting diversity, equity, and inclusion.Collaborative Impact: Work closely with senior leadership and People teams to identify and seize opportunities for enhancing our rewards offerings.Team Empowerment: Mentor and lead a talented group of benefits and People professionals, fostering a culture of continuous development and growth.Compliance Assurance: Take charge of compliance and regulatory updates, ensuring our global programs adhere to all necessary standards.

As the Head of Global Leaves and Benefits at Asana, you will lead our initiatives in creating comprehensive leave and benefits programs that support our diverse workforce. Your strategic vision will help enhance employee experiences, improve retention, and ensure compliance across multiple regions. You will work closely with cross-functional teams to design, implement, and optimize benefits programs that align with our company values of collaboration and well-being.

About CrunchyrollFounded by anime enthusiasts, Crunchyroll is dedicated to sharing the vibrant art and culture of anime with a devoted global audience. We engage over 100 million fans across more than 200 countries and territories, connecting them with the captivating stories and characters they love. Whether through streaming, theatrical releases, gaming, merchandise, or events, our platform is fueled by the anime content that resonates with fans worldwide.Join our dynamic team and contribute to shaping the future of anime!About the RoleAs a Senior Benefits Analyst, you will report directly to the Manager of Global Benefits. This is a six-month contract position, and we are open to applicants from both Los Angeles and San Francisco.The Benefits Analyst will play a critical role in managing the daily operations of Crunchyroll's North America benefits programs, which encompass the United States, Canada, and Mexico. This hands-on position emphasizes precise benefits processing, compliance support, data integrity, and employee assistance, while also driving continuous improvement in benefits operations.Core Areas of ResponsibilityFacilitate the day-to-day administration of health, welfare, and retirement benefit programs across North America, ensuring accurate processing.Act as a primary contact for employee benefits inquiries across the region, resolving routine and moderately complex issues and escalating as necessary.Assist with the implementation and ongoing maintenance of benefit plans, policies, and administrative procedures for U.S., Canadian, and Mexican programs.Support compliance activities related to benefits programs, including adherence to applicable federal and state regulations in the U.S. (ACA, ERISA, COBRA, FMLA), Canadian federal and provincial requirements, and Mexican labor laws, in collaboration with internal teams and external advisors.Administer leave of absence programs, including U.S. FMLA, Paid Family & Medical Leave, Canadian statutory and company-sponsored leaves, and Mexican statutory leave programs.Conduct benefits processing activities including enrollments, life events, terminations, COBRA (U.S.), beneficiary updates, as well as disability, accident, and death claims.Support the administration of retirement and savings programs, including U.S. 401(k), Canadian retirement plans (e.g., RRSP), and relevant Mexican savings or retirement plans as needed.Assist in managing the annual North America open enrollment process, providing system configuration support and data management.

Join Plaud Inc. as a Compensation and Benefits Specialist!Plaud Inc. is revolutionizing the workplace with our state-of-the-art AI work companion designed to enhance productivity and performance through innovative note-taking solutions. Since our inception in 2023, we have garnered the loyalty of over 1,500,000 users globally. Our mission is to amplify human intelligence and create advanced intelligence infrastructures that capture and make use of human insights.Based in San Francisco, Plaud is a Delaware-incorporated company at the forefront of human–AI collaboration, integrating hardware and software to push the boundaries of intelligence. We adhere to the highest standards of data security and privacy, with compliance to SOC 2, HIPAA, GDPR, ISO27001, ISO27701, and EN18031.

About the RoleJoin our innovative team at Hinge Health as a Workday Benefits and Payroll Administrator. We are looking for a talented individual with significant expertise in the Benefits and Payroll modules of Workday. You will play a crucial role in the seamless operation and enhancement of our Workday system. The ideal candidate will possess outstanding analytical and organizational abilities, maintain confidentiality, and prioritize security. Strong communication and collaboration skills are essential, as is the ability to thrive in a fast-paced environment while managing multiple tasks independently.What You'll AchieveEngage with Stakeholders: Work closely with stakeholders in Payroll, Benefits, and potentially another functional area to pinpoint areas for development and deliver technical solutions through People systems and technology.Technology Consultation and Implementation: Partner with functional leaders and subject matter experts in the People team to design, develop, and roll out technology solutions that boost operational efficiency, ensure compliance, and enhance customer experience.Workday Upgrades and Enhancements: Assist in Workday upgrades and enhancements, overseeing prioritization, functional design, documentation, testing, training, implementation, and support model development.System Configuration Review: Examine system configurations and business processes, preparing load files to maintain smooth operations.Custom Reports Development: Generate both basic and advanced custom reports, handle data extraction requests, and manage substantial, critical data sets with precision.Issue Resolution: Deliver exceptional customer service by swiftly troubleshooting complex issues and resolving errors efficiently.Security Maintenance: Gather, document, and uphold security requirements and policies for user-level access to People applications.

Join Gusto as a Staff Product Designer specializing in benefits, where your design expertise will shape the future of our innovative products. Collaborate with cross-functional teams to deliver user-centric solutions that enhance the benefits experience for our customers. You will have the opportunity to influence design strategies and contribute to the overall vision of our product offerings.

Join us at futuresight as we propel the future of AI-driven benefits and InsureTech solutions. As a visionary leader, you will spearhead the development and implementation of innovative strategies that redefine industry standards and enhance customer satisfaction.In this pivotal role, you will collaborate with a dynamic team, leveraging cutting-edge technology to deliver exceptional products that address the evolving needs of our clients. Your expertise in strategic planning, team leadership, and market analysis will be crucial as we navigate the competitive landscape and drive sustainable growth.

Join our dynamic team at EPIC Insurance Brokers & Consultants!EPIC has quickly risen to be one of the fastest-growing firms in the insurance sector, propelled by dedicated and talented individuals who share our core beliefs and strive for excellence every day. We are on the lookout for passionate individuals who possess 'the right stuff'—those who are driven and ready to take initiative.Founded in 2007 and headquartered in New York City, our company comprises over 3,000 employees nationwide. Our extensive market knowledge and industry expertise enable us to meet the diverse needs of our clients across regional and global landscapes. Our success is a direct result of the commitment and growth-oriented mindset of our team.Our core values include: Owner mindset, Inspire trust, Think big, and Drive results. If you resonate with these values and are seeking a fulfilling career path, consider becoming a part of our exceptional team!Position: Senior Underwriter – Employee BenefitsLocation: Periodic in-office presence in one of our Northern California offices (approximately one day a week) is required for internal events, carrier meetings, and client meetings as necessary. Please refer to our EPIC office locations: EPIC Office Locations.Department: Employee BenefitsReporting To: Lead UnderwriterTravel: Approximately 5–15 trips per year, typically day trips or overnight.JOB SUMMARYAs a Senior Underwriter, you will play a pivotal role in evaluating, analyzing, and managing complex employee benefits underwriting and financial analytics for our valued clients at EPIC.

At Crusoe, we are dedicated to accelerating the abundance of energy and intelligence. Our innovative solutions are designed to empower a world where ambitious AI creations thrive, seamlessly merging scale, speed, and sustainability.Join us in the AI revolution by leveraging sustainable technology at Crusoe. Here, you will spearhead significant innovations, make a real difference, and collaborate with a team that is leading the charge in responsible and transformative cloud infrastructure.About This Role:We seek a dynamic Engineering Manager to guide our Managed Services and Production Engineering team. In this role, you will balance your efforts between enhancing reliability and managing a team of Site Reliability Engineers (SREs) focused on Crusoe's AI-managed and service offerings. You will take responsibility for the production health of services provided to enterprise clients, including Managed Kubernetes, Managed Inference, and AutoClusters, while collaborating closely with embedded engineering teams to elevate operational excellence, automation, and customer satisfaction.What You'll Be Working On:Leading and developing a team of SREs within Crusoe's Managed AI and Managed Services sectors, establishing technical direction and nurturing a culture of ownership and continuous enhancement.Contributing as an individual contributor—reviewing code, creating tools, and promoting automation to minimize manual work and increase the reliability and scalability of managed services.Taking charge of SLA/SLO performance, incident response, and on-call health for managed services; conducting blameless post-mortems and driving systemic remediation efforts.Collaborating with product and platform engineering teams to influence infrastructure design, observability strategies, and operational readiness for both new and existing managed services.Establishing and monitoring reliability, performance, and operational maturity metrics across the team; converting data into prioritized roadmap investments.Acting as a technical escalation point for high-severity production incidents impacting enterprise customers, and coordinating with Cloud Support and Customer Success teams to ensure effective resolution and communication.What You'll Bring to the Team:Over 5 years of experience in software or infrastructure engineering, with a minimum of 1–2 years in an engineering management or technical lead position.Proven track record in leading teams and driving technical initiatives.

Employee Applicant Privacy NoticeJoin Our Mission:Be a part of revolutionizing the financial landscape with us. At SoFi, we are committed to transforming the way individuals engage with their personal finances. As a pioneering financial services firm and national bank, we leverage cutting-edge, mobile-first technology to empower millions of members to achieve their financial ambitions. The financial industry is undergoing a significant change, and we are leading the charge. Come to work every day knowing your contributions matter and align with our core values. Invest in your future, your career, and the financial ecosystem.Your Role:We are on the lookout for a Full-Stack Engineer to join our dynamic Member Benefits and Rewards team, which is integral to delivering member-centric benefits like credit card cash back and the 1% investment match.Additionally, you will play a key role in SoFi’s latest subscription service, SoFi Plus, a strategic initiative for our firm. Our team oversees member-facing functionalities on SoFi's app and website, as well as the backend streaming services that support the user experience. This is a fantastic opportunity to gain full-stack experience and demonstrate your skills in a high-priority company initiative.Your Responsibilities:Collaborate across Product, Design, Engineering, and Data Science teams to convert business requirements into scalable technical solutions.Guide and motivate engineers through code reviews, technical guidance, and by nurturing a culture of innovation and teamwork.Tackle complex challenges across infrastructure, data pipelines, and backend services to ensure robust, reliable, and future-ready systems.Drive innovation by recognizing opportunities for new technologies, AI/ML marketing strategies, and process enhancements to elevate our marketing capabilities.Take ownership of the entire project lifecycle—from ideation to deployment, monitoring, and ongoing enhancement.Stay abreast of industry trends by investigating advancements in AI/ML, personalization, and automation to refine SoFi’s marketing approaches.

Join Lever as a Senior Engineering Manager, where you'll lead a dedicated team that plays a critical role in maintaining our platform APIs. Your expertise will guide the development of essential services, including user management, authentication, and payment gateways, while fostering a collaborative team environment.We are passionate about building the future of hiring software, which is trusted by industry leaders such as Netflix, Yelp, Cirque du Soleil, Shopify, and Spotify. As a part of our team, you will contribute to a culture that values innovation and growth, and be recognized in a company that has been honored as a top workplace in San Francisco and the broader United States.

Join Verse Medical as an Engineering Manager and lead a talented team of engineers in developing innovative healthcare solutions. In this pivotal role, you will drive engineering excellence, oversee project timelines, and collaborate with cross-functional teams to deliver high-quality products that enhance patient care.

About MeshAt Mesh, we empower consumers to transact seamlessly using any asset. In a world where trillions of dollars in tokenized assets exist yet remain underutilized for daily transactions, Mesh is revolutionizing the landscape by making crypto payments reliable, practical, and widely accepted. Our robust orchestration engine, paired with an intuitive consumer app, unlocks liquidity globally. Supported by eminent investors such as PayPal Ventures, Paradigm, and Galaxy Ventures, we are crafting the backbone for the next phase of the global economy. Join our mission!OverviewAs an Engineering Manager, you will spearhead a global team of skilled engineers dedicated to the development and delivery of our innovative products. You will champion best engineering practices, cultivate a culture of continuous innovation, and instill a strong sense of accountability within your team. Your leadership will be crucial to scaling our high-performance team while successfully navigating the challenges of a dynamic startup environment.

We are seeking a talented and driven Engineering Manager to lead our dynamic engineering team at speak. In this pivotal role, you will be responsible for overseeing the development and implementation of innovative engineering solutions. You will work closely with cross-functional teams to ensure projects are delivered on time and meet the highest quality standards. If you are passionate about technology and have a proven track record of managing engineering teams, we would love to hear from you!

Graphite builds tools for modern software engineering teams. Our focus: consumer-grade products that help engineers move faster and deliver strong results. What We Build Graphite offers code review solutions tailored for agile teams. The platform streamlines writing and reviewing small pull requests, so engineers stay unblocked and ship work quickly. Individual users can adopt Graphite without forcing their colleagues to change tools, thanks to seamless code and review syncing. Our inspiration comes from internal tools like Phabricator (Facebook) and Critique (Google), which enable small, incremental changes to move through review and deployment smoothly. The long-term goal: help fast-moving teams reach their targets with better workflows and products. Who We Are Graphite is working to redefine code review and influence the future of high-quality software development. Collaboration drives our approach to building and operating. We value craftsmanship, scientific thinking, and disciplined ambition. Team members are expected to take ownership, both in their work and through equity. Outside the office, you might find us making espresso, playing music, or practicing yoga. Each person brings something unique. About the Role The Engineering Manager at Graphite balances hands-on coding, team leadership, and technical direction. This role leads projects with clarity and care, supports team growth, and sets a strong example in both engineering and management. Key Responsibilities Manage and develop engineering teams while staying engaged with the codebase. Bring a strong technical background: skilled in coding, code review, and designing scalable systems. Provide clarity and alignment on complex technical decisions and challenges. Lead with empathy, foster team growth, and advocate for software engineering best practices. Location This role is based in San Francisco.