About Bold Orange:

Bold Orange (BOCO) is a customer experience company. We believe authentic human connections are the single most important driver of business and societal progress. We exist to create these connections across the customer lifecycle, from acquisition to engagement to retention. Our culture is one of curiosity, collaboration, proactivity and always bringing the outside, future focused perspective to our clients.

Position Summary:

Bold Orange is seeking a highly organized, detail-oriented and compliance-driven Senior Payroll & Benefits Administrator to support our quickly growing agency and the ever-evolving employment landscape. The ideal candidate should demonstrate an eagerness to add value and leadership across our HR functions, while displaying their resourcefulness with strong attention-to-detail and follow through.

Here at Bold Orange, we value diversity, equality and bold thinking. We seek talent who share those values and who are also passionate about making every moment matter. Our mantra is to Stay Curious, Stay Bold and Stay Brave.

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.