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We’re hiring a builder—someone who owns U.S. benefits end-to-end, spots what’s missing before anyone asks, and makes the system better every month. Level Agency is looking for a mid–senior People Operations Specialist with deep expertise in U.S. benefits administration. You’ll be the operational engine behind our Medical, Dental, Vision, Retirement, Life, Disability, Pet insurance, and perk programs—partnering closely with Payroll to ensure deductions are accurate and compliant, and ensuring our benefits experience is smooth, clear, and employee-first.
Job Responsibility:
Administer U.S. benefits programs end-to-end: Medical, Dental, Vision, 401(k)/Retirement, Life Insurance, Short-Term Disability, Long-Term Disability, Pet insurance, and more
Own benefits lifecycle events: new hire enrollments, qualifying life events, terminations, and annual open enrollment
Partner tightly with Payroll to set up and maintain accurate deductions in the payroll processor, troubleshoot discrepancies, and ensure clean reconciliations
Manage ongoing vendor/broker coordination and serve as a reliable point of contact for escalations and issue resolution
Ensure benefits practices and administration align with U.S. federal and state requirements
Support people programs and perks administration like PTO processes, WFH stipends, and other employee experience initiatives
Maintain strong documentation: SOPs, employee-facing guides, and internal workflows
Identify gaps, propose improvements, and implement changes—without waiting for permission
Use tools like ChatGPT (and others) to improve documentation, employee FAQs, process mapping, and operational efficiency
Share prompts, workflows, and learnings to elevate the broader team
Treat AI as a force multiplier for clarity and speed
Requirements:
4–8+ years of People Operations / HR Generalist experience with significant U.S. benefits ownership
Hands-on administration experience across core U.S. benefits (Medical/Dental/Vision/401k/Life/STD/LTD)
Proven experience collaborating with Payroll on deductions, audits, reconciliations, and issue resolution
Strong working knowledge of U.S. benefits compliance basics and state-by-state nuances
A self-starter mindset: you proactively find what needs attention and follow through to completion
High integrity and discretion when handling sensitive employee data
Nice to have:
Benefits exposure in Canada and/or Mexico
Experience supporting a distributed/remote workforce across multiple states
Familiarity with benefits renewal cycles, broker relationships, and open enrollment project management
What we offer:
Remote work (U.S.-based)
Unlimited PTO
12 weeks Paid Parental Leave
8 weeks Paid Family Leave
12 Paid Holidays + 2 Floating Holidays
Summer Fridays
Competitive Medical Plan Options
100% Employer-Paid Vision & Dental Insurance
Pet Insurance
401(k) with 3% Employer Contribution (100% vested)