[Hiring] Senior HR Generalist @TechnologyAdvice

Role Description

The Senior HR Generalist will serve as a trusted HR partner to U.S. employees and managers while owning several of the programs that shape the day-to-day employee experience. This role combines employee relations, benefits administration, leave and accommodation management, compliance, manager support, and HR process improvement.

You will independently evaluate complex HR matters, research federal and state requirements, and provide practical guidance that balances employee needs, consistency, compliance, and business priorities. The role offers broad visibility across People Operations and the ability to strengthen the processes, resources, and programs used to support employees and managers.

Reporting to the Director of HR, you will work closely with payroll, finance, legal counsel, benefits vendors, managers, and the broader People Operations team. You will remain hands-on in the work while improving documentation, identifying opportunities for greater efficiency, and providing guidance to developing HR professionals.

Qualifications

• 5+ years of human resources experience, including independent ownership of responsibilities commonly held by a Senior HR Generalist, HR Business Partner, or comparable role.
• Direct ownership of U.S. health and welfare benefits administration, including complex eligibility, enrollment, deduction, coverage, and qualifying life event issues.
• Hands-on involvement in 401(k) or other retirement plan administration, including contributions, audits, vendor coordination, and corrections.
• A track record of managing employee relations matters, including investigations, performance concerns, corrective actions, and terminations.
• Working knowledge of ERISA, ACA, COBRA, HIPAA, FMLA, ADA, wage and hour requirements, and applicable federal and state employment laws.
• Demonstrated ability to administer employee leave and workplace accommodation processes involving FMLA, ADA, workers’ compensation, and state leave programs.
• Familiarity with supporting employees and managers across multiple U.S. states and researching complex or unfamiliar requirements.
• Proven ability to partner effectively with payroll, finance, legal counsel, benefits brokers, carriers, and third-party administrators.
• Proficiency with HRIS and payroll platforms, including reviewing employee data, benefits deductions, contribution files, and process accuracy.
• Sound judgment when evaluating sensitive HR matters, identifying risk, maintaining documentation, and recommending practical next steps.
• Clear written and verbal communication skills, with the ability to translate complex requirements for employees, managers, executives, and external partners.
• Strong organization and follow-through when balancing multiple sensitive or deadline-driven matters in a remote environment.
• Background supporting a remote-first or geographically distributed workforce is preferred.
• Exposure to international HR teams or global People Operations initiatives is preferred.

Requirements

• Serve as a primary HR partner to U.S. employees and managers, providing guidance on performance, attendance, conduct, policy interpretation, and employee concerns.
• Manage employee relations matters of varying complexity, including investigations, corrective actions, performance improvement plans, and termination support.
• Administer U.S. health and welfare programs, including medical, dental, vision, life, disability, HSA, and related benefits.
• Research and resolve complex benefits issues involving eligibility, enrollment, deductions, coverage, qualifying life events, and required corrections.
• Manage relationships with benefits brokers, carriers, third-party administrators, COBRA administrators, and other vendors to support accurate and timely service.
• Partner with payroll and finance to reconcile benefits deductions, invoices, contribution files, and discrepancies across systems.
• Support benefits renewals and lead key aspects of open enrollment, including plan implementation, employee communications, system review, and post-enrollment reconciliation.
• Manage 401(k) administration, including eligibility, contributions, employee questions, vendor coordination, audit support, and corrections.
• Own employee leave and workplace accommodation processes involving FMLA, ADA, parental leave, disability, workers’ compensation, and applicable state programs.
• Guide employees and managers through documentation, benefits, accommodation, and return-to-work requirements throughout the leave process.
• Maintain the U.S. HR and benefits compliance calendar and coordinate required filings, notices, audits, disclosures, and employee communications.
• Monitor developments in federal, state, and local employment requirements and coordinate necessary updates to policies, systems, communications, and operating practices.
• Draft and maintain HR policies, procedures, manager resources, employee communications, and standard operating procedures.
• Review HR data, records, and recurring processes to identify compliance risks, resolve discrepancies, and improve accuracy and efficiency.
• Provide coaching and quality review to HR coordinators and developing HR professionals.
• Partner with the Director of HR on workforce planning, organizational initiatives, compliance matters, and evolving People Operations priorities.

Benefits

• Career Growth: Advance with mentorship programs, leadership academies, and opportunities to shape company culture and DEI initiatives.
• Flex Fridays: Adjust your 40-hour week to enjoy a full or half day off on Fridays.
• Remote-First Culture: Work from the comfort of your home.
• Flexible PTO: Take the time you need, when you need it.
• Health Coverage: Medical, dental, and vision plans for you and your family.
• Insurance Protection: Life, AD&D, Short-Term, and Long-Term Disability coverage.
• 401K with Match: Secure your future with our company-matched retirement savings.
• Paid Parental Leave: Support for new parents during life’s special moments.
• Wellness Perks: Access Headspace and enjoy monthly fitness reimbursements.
• Pet Insurance: Care for your furry family members.
• Speaker Series Bonus: Present in our monthly speaker series and earn a bonus.
• Book Reimbursement: Get up to 12 books reimbursed per year to fuel your learning.
• Bucket List Benefit: Celebrate milestones with annual contributions toward your dream adventures after 3 years.
• In-Office Perks: Enjoy catered lunches for our in-office team.