Senior Payroll & Benefits Administrator

Position Duties and Responsibilities:

Payroll

• Process accurate, on-time bi-weekly payroll for 175+ employees, including bonuses, commissions, retro pay and off-cycle runs
• Audit payroll before and after each run; reconcile with Finance and resolve discrepancies quickly
• Manage payroll tax filings, garnishments, year-end processing and W-2s, working with our payroll provider
• Maintain compliant payroll practices for multi-state employees, including withholding, state-specific Earned Sick and Safe Time and Paid Leave.
• Partner with Finance on general ledger entries, accruals and audit requests

Benefits

• Administer health, dental, vision, life, disability, FSA/HSA and 401(k) plans
• Partner with our broker on renewals, plan design and vendor management; bring data and recommendations to the HR director
• Manage leaves of absence (FMLA, Paid Leave, STD/LTD) and COBRA, coordinating with payroll
• Reconcile monthly carrier invoices and resolve billing and eligibility issues
• Be the trusted, friendly resource for employee payroll and benefit questions and facilitate regular education opportunities

Compliance

• Own payroll and benefits compliance, including ACA reporting, 5500 filings, nondiscrimination testing and 401(k) audits
• Keep payroll and benefits data accurate in our preferred HRIS; build reports for leadership and Finance
• Stay on top of employment legislation shifts across the US and inform the HR and Finance teams
• Document processes and recommend improvements and automation as we scale
• Performs other duties as assigned

Required Qualifications & Experience:

• 5+ years of hands-on payroll and benefits administration, including end-to-end payroll for 100+ employees. Multi-state payroll experience preferred
• Deep knowledge of federal and multi-state payroll, wage and hour, and benefits rules (FLSA, FMLA, ACA, COBRA, ERISA, HIPAA)
• Experience with various HRIS platforms
• Strong Excel skills (pivot tables, VLOOKUP/XLOOKUP) and a sharp eye for detail and reconciliation
• Sound judgment with highly confidential information
• Commitment to employee experience standards with clear, warm communication; you can explain a deduction or a plan option in plain language

Preferred Experience:

• Bachelor's degree in HR, business, accounting or a related field, or equivalent experience
• Experience with mergers, acquisitions or system conversions, including payroll and benefits integration

Benefits That Matter:

Our benefits are designed to support life’s many stages—expected and unexpected. Eligible employees can access:

• Medical, dental, and vision insurance

• Virtual mental health support

• Health Savings and Flexible Spending Accounts (including dependent care)

• Infertility and critical illness benefits

• 401(k) with generous 6–10% employer contribution

• Paid parental leave

• Tuition reimbursement

• Free parking and commuter support

Note: Some benefits apply only to full-time employees.

Who We Are:

Our tone is professionally sassy. We embrace meat raffles, hot seats, and the occasional Jell-O shot. We like staff meetings that are informative, educational, and at times, damn funny. We believe in no hierarchy, no bullshit, no politics. Just honest, hard work and great fun.

Important to note: While we value AI as a tool, AI is not invited to Bold Orange interviews. We want to meet the wonderfully talented human you! Any suspected use of AI to inform or assist, while actively in an interview with Bold Orange, will result in exclusion from consideration for the role to which you applied or were referred.

Equal Opportunity Employer:

We are an equal opportunity employer, dedicated to a policy of nondiscrimination in employment on any basis including race, color, creed, gender, sexual orientation, age, disability, religion, national origin, marital status, familial status, ancestry, status as a veteran, status with regard to public assistance and any other characteristic protected by law. Bold Orange does not and will not discriminate against employees, prospective employees, clients, or vendors.