People Operations Manager

Summary

Join DoseSpot, a PE-backed start-up and leader in electronic prescribing software, as their new People Ops Manager! This high-autonomy role, reporting to the Head of People, focuses on optimizing core People team infrastructure, including systems, compliance, vendor coordination, and knowledge management. You will manage benefits programs, maintain SOPs and documentation, and collaborate with cross-functional partners. The ideal candidate is tech-savvy, experienced in benefits administration, and comfortable working in a remote-first environment. The position requires at least 5 years of People Ops experience, including direct benefits administration in startups. Remote work is offered, with a preference for the Washington, DC metro area.

Requirements

• At least 5 years of People Ops experience, including 1+ year of direct benefits administration and experience in startups and scaling orgs
• Experience operating in a remote-first company without a PEO is required
• Strong working knowledge of multi-state U.S. employment compliance (e.g. EEO-1, FLSA classification)
• Highly tech-savvy—you enjoy configuring tools, automating workflows, and integrating systems
• Advanced skills in Google Sheets/Excel (XLOOKUP, pivot tables, dashboards, data integrity)
• Experience with systems like Rippling, Tilt, Sequoia and Notion – or ability to learn them quickly
• Proven project management and attention to documentation hygiene
• Excellent written communication and digital organization skills
• Experience working with distributed teams across different cultures and time zones
• Ability to apply a broad range of HR concepts to complex projects with minimal oversight—your work will be reviewed for soundness, not direction

Responsibilities

• Oversee execution of U.S. benefits and leave programs (health & wellness, 401(k), HSA/FSA/DCA, LOA) in partnership with Sequoia, Betterment, Rippling, and Tilt; manage escalations and ensure smooth internal workflows
• Manage the lifecycle of key People Ops partners and platforms (Rippling, Sequoia, Tilt, Betterment)
• Maintain SOPs, handbooks, and audit-ready documentation; ensure compliance across 30+ U.S. states in coordination with Rippling’s ASO
• Support Open Enrollment and compliance filings (e.g., ACA, 5500) in collaboration with Sequoia
• Partner cross-functionally with Finance, Legal, and IT on access controls, audits, and risk mitigation
• Coordinate immigration workflows with external counsel and internal stakeholders
• Own end-to-end execution of People Ops processes (i.e. US benefits admin, employee life-cycle)
• Serve as Notion and SharePoint admin; maintain knowledge hubs and ensure documentation is up to date
• Monitor and respond to inquiries from various POPs communication channels (i.e. slack, email)
• Identify opportunities to streamline workflows and automate tasks across the People tech-stack
• Support tool evaluations and implementations, including AI-enabled platforms that boost operational efficiency
• Deliver recurring and ad hoc reports (e.g. headcount, attrition, workforce demographics)
• Build dashboards and reporting cadences for Finance, Talent, and executive leadership
• Ensure data integrity across platforms and support insights that inform business decisions

Benefits

• Remote work environment with a flexible work schedule to encourage work-life balance
• Annual company offsite
• Generous leave package including flexible time off policy that encourages team members to take time off to relax and recharge; plus 13 paid holidays, paid sick leave, and paid parental leave
• Medical, dental, and vision insurance for you and your family, plus a company funded FSA & HSA (dependent on which medical plan you choose)
• 401(k) company match
• One-time workspace reimbursement to help you optimize your remote workspace