# Payroll Specialist (Contractor)

**Company:** [Breakaway](http://jobs.workable.com/companies/cwGHW5rrEjQWv7hofKG9Fi.md)
**Location:** Remote
**Workplace:** remote
**Employment type:** Contract

[Apply for this job](http://jobs.workable.com/view/3c59d92c-b335-4dbe-8fa4-0f229a8d97ac)

## Description

**WHO WE ARE**

Breakaway Group is a premier multimedia company for entertainment and music festivals. We have the largest independent touring music festival in North America, spanning 13 cities over 9 months. With a focus on underserved markets, Breakaway is bringing a premium 2-day EDM/Pop festival experience, featuring an ever-changing lineup of top artists, to where consumers live, work, and play.  
  
**THE ROLE**

Breakaway is seeking a highly detail-oriented and dependable **Payroll Specialist** (Contractor) to manage all payroll operations for full-time employees and contractors through Rippling. This role will be responsible for processing semi-monthly payroll on the 15th and last day of each month, ensuring accuracy, compliance, and timely payments across the organization.

The Payroll Specialist will work cross-functionally with People Operations to maintain payroll records, support employees onboarding and off-boarding, manage contractor payments, and ensure compliance with payroll regulations. The ideal candidate is organized, proactive, and experienced in handling payroll in a fast-paced, high-growth environment.

## Requirements

**RESPONSIBILITIES**

-   Process semi-monthly payroll for full-time employees and contractors through Rippling
-   Ensure accurate payroll calculations, including wages, bonuses, reimbursements, deductions, and contractor payments
-   Maintain and update payroll records, employee information, and compensation changes
-   Review and verify payroll data, timesheets, and approvals prior to payroll submission deadlines
-   Ensure compliance with federal, state, and local payroll regulations and tax requirements
-   Coordinate payroll reporting, reconciliations, and year-end activities, including W-2s and 1099s
-   Respond to payroll-related questions from employees and contractors in a timely and professional manner
-   Partner with HR to support payroll operations and process improvements
-   Support with contractor onboarding in Rippling
-   Maintain confidentiality and accuracy when handling sensitive employee and payroll information

**QUALIFICATIONS**

-   3+ years of payroll processing experience
-   Hands-on experience using Rippling payroll systems
-   Experience processing payroll for both W-2 employees and 1099 contractors
-   Familiarity with semi-monthly payroll schedules
-   Strong understanding of payroll compliance, taxes, and labor regulations
-   Excellent attention to detail and organizational skills
-   Ability to manage confidential information with discretion
-   Strong communication and problem-solving skills
-   Proficiency in Excel and payroll reporting
-   Experience in startup, entertainment, events, or high-growth environments is a plus

**DETAILS**

-   Contractor / 1099 position
-   Flexible schedule aligned with payroll cycles (10 hours per week)
-   Competitive hourly or contract-based compensation based on experience