Senior Payroll & Benefits Administrator

Bold Orange Company, LLC•Minneapolis, MN
•$75,000 - $95,000•Hybrid

About The Position

Bold Orange is seeking a highly organized, detail-oriented, compliance-driven Senior Payroll & Benefits Administrator to support its growing agency and evolving employment landscape. The role contributes leadership across HR functions and requires resourcefulness, careful follow-through, and a commitment to employee experience. The administrator oversees payroll and benefits operations, including accurate bi-weekly payroll for more than 175 employees, benefits plan administration, employee support, and payroll and benefits compliance. The role works closely with Finance, the company’s payroll provider, benefits broker, HR leadership, employees, and vendors. It also maintains accurate HRIS data, monitors employment legislation across the United States, and documents and improves processes as the company scales.

Requirements

  • At least 5 years of hands-on payroll and benefits administration experience, including end-to-end payroll for 100+ employees.
  • Deep knowledge of federal and multi-state payroll, wage and hour, and benefits rules, including FLSA, FMLA, ACA, COBRA, ERISA, and HIPAA.
  • Experience with various HRIS platforms.
  • Strong Excel skills, including pivot tables and VLOOKUP/XLOOKUP, and a sharp eye for detail and reconciliation.
  • Sound judgment when handling highly confidential information.
  • Clear, warm communication and a commitment to employee experience, including the ability to explain deductions or plan options in plain language.

Nice To Haves

  • Multi-state payroll 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.

Responsibilities

  • 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 promptly resolve discrepancies.
  • Manage payroll tax filings, garnishments, year-end processing, and W-2s in coordination with the payroll provider.
  • Maintain compliant payroll practices for multi-state employees, including withholding and state-specific Earned Sick and Safe Time and Paid Leave.
  • Partner with Finance on general ledger entries, accruals, and audit requests.
  • Administer health, dental, vision, life, disability, FSA/HSA, and 401(k) plans.
  • Partner with the benefits broker on renewals, plan design, and vendor management; provide data and recommendations to the HR director.
  • Manage leaves of absence, including FMLA, Paid Leave, and STD/LTD, as well as COBRA, coordinating with payroll.
  • Reconcile monthly carrier invoices and resolve billing and eligibility issues.
  • Respond to employee payroll and benefits questions and facilitate regular education opportunities.
  • Own payroll and benefits compliance, including ACA reporting, 5500 filings, nondiscrimination testing, and 401(k) audits.
  • Maintain accurate payroll and benefits data in the preferred HRIS and build reports for leadership and Finance.
  • Monitor employment legislation changes across the United States and inform HR and Finance teams.
  • Document processes and recommend improvements and automation as the company grows.
  • Perform other duties as assigned.

Benefits

  • 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 a 6–10% employer contribution.
  • Paid parental leave.
  • Tuition reimbursement.
  • Free parking and commuter support.
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