People Operations Generalist

The $1.5 trillion insurance industry is powered by brokers. Every business needs insurance, and the brokerage industry is hamstrung by account management capacity. Account managers are constantly pulled in multiple directions—keying information into systems, chasing documents, doing mundane work—rather than focusing on the client interactions that actually matter. Most brokerages either outsource this work or grind through it manually. We’re building an AI platform to automate this insurance drudgery. Our platform already saves customers thousands of hours and millions of dollars every year. Our customers love the product—we have deep penetration within enterprise brokerages and genuinely enjoy making our customers’ lives better. We just raised our Series A and are just getting started. Why Fulcrum Rocket-ship growth. We’ve achieved multiple seven figures in ARR in just over a year, serving large enterprise clients including 30% of the top 50 brokers in the country. Extreme ownership. You’ll work directly with enterprise users and ship end-to-end products that save them hours every week. Bleeding-edge problems, real impact. Tackle tough AI and product challenges whose wins show up immediately in customer workflows. In-person collaboration. Join a lean, staff-level team (ex-Affirm, Uber, DoorDash, McKinsey) working side-by-side in San Francisco; we believe the best ideas are fostered in an in-person environment. Top-of-market rewards. Competitive base salary plus meaningful founding-team equity. About the Role Fulcrum is seeking an experienced People Operations Generalist to own and scale day-to-day HR operations. This individual will thrive in a fast-paced startup environment and be comfortable balancing strategic HR initiatives with hands-on execution. What You'll Do Manage the full employee lifecycle including onboarding, offboarding, promotions, transfers, and terminations. Own new hire onboarding, including I-9 verification, E-Verify, employment documentation, and orientation. Process and administer payroll through Gusto, including commissions, deductions, and final pay. Administer employee benefits, enrollments, qualifying life events, renewals, and vendor relationships. Support benefits planning, benchmarking, and annual renewal activities. Prepare and maintain offer letters, employment agreements, commission plans, confidentiality agreements, equity documentation, and other HR documents. Develop, implement, and maintain HR policies, handbooks, and people programs. Ensure compliance with federal, state, California, and San Francisco employment laws and ordinances. Administer leaves of absence including FMLA, CFRA, PDL, ADA accommodations, and related programs. Conduct employee relations investigations and recommend appropriate resolutions. Advise managers on performance management, corrective action, documentation, accommodations, and employee relations issues. Register and maintain payroll and unemployment accounts as the company expands into new states. Manage relationships with international Employer of Record (EOR) providers and support international onboarding and offboarding. Maintain HR systems, employee records, audits, and compliance reporting. Coordinate office administration tasks and event planning, including space management, vendor coordination, and team celebrations. Continuously improve HR processes and support a positive employee experience. Who You Are 5+ years of progressive People Operations or Human Resources experience. Experience supporting a startup or high-growth company with broad HR responsibilities. Hands-on experience with Gusto or a comparable HRIS/payroll platform. Strong knowledge of federal, California, and San Francisco employment laws. Experience administering multi-state payroll and benefits. Experience managing employee investigations and sensitive employee relations matters. Experience working with international EOR providers. Outstanding organizational, communication, and documentation skills. Ability to manage multiple priorities independently in a fast-paced environment. High level of professionalism, discretion, and sound judgment. Experience creating HR policies and scaling HR processes Experience supporting compensation planning. PHR, SHRM-CP, or similar certification is a plus. Our Team and Philosophy Builders at heart. You don't wait for a process to exist—you create it, refine it, and own it. Bias toward action. You have an internal sense of urgency. You'd much rather get something done today than tomorrow. Owners, not renters. You treat the company's money and decisions like your own. You hold yourself accountable to outcomes, not just outputs. Ambitious about the opportunity. You're excited about building the defining AI company in the insurance industry—and you understand that great finance is a competitive advantage. What We Offer Competitive salary ($100k-$125k) + meaningful equity. Full health, dental & vision. High-ownership, high-trust culture with lightning-fast executors. Regular team off-sites, dinners, and an office stocked for builders. #J-18808-Ljbffr