Payroll/HRIS Contractor

Sorry, this job was removed at 08:10 a.m. (CST) on Friday, Apr 24, 2026
Hiring Remotely in USA
Remote
Financial Services
The Role
Grasshopper Bank is a client-first, digital bank built for the business and innovation economy, with an obsession for providing leading-edge technology, solutions-driven products and superior service through a combination of passionate people and digital resources.

We are a highly experienced team who pride ourselves on diversity of thought and perspective.  Nationally chartered, our portfolio of products and services range from VC, PE & Portfolio Companies to SBA Lending, as well as direct SMB and Embedded Banking.

Our entrepreneurial drive allows us to support the growth and success of a wide range of clients at every stage of their business through inclusive partnership.  We seek out team members who will enable both our organization and our people to grow and thrive through collaboration and acting with integrity and respect.

Our focus on cross-functional teamwork provides a culture where ideas are valued, accountability is encouraged, and successes are celebrated. We welcome all those searching for the opportunity to contribute to banking innovation that influences and supports the emerging digital world of Financial Services.

Our digital first approach enables our teams the flexibility to work remotely. We have offices in NYC and Boston.

What you'll do:
Key Responsibilities:

Payroll Management:
  • Take full ownership of the end-to-end payroll cycle using Rippling, ensuring all employees are paid accurately and on schedule.
  • Manage all payroll-related tasks, including processing new hires, terminations, salary changes, bonuses, and deductions.
  • Ensure strict compliance with all federal, state, and local payroll, wage, and hour laws and best practices.
  • Serve as the primary point of contact for all employee inquiries regarding payroll, providing timely and clear responses.
  • Prepare and process payroll reports as needed for audits, finance, and management.
HRIS & Data Integrity:
  • Maintain the integrity and accuracy of our employee data by diligently entering, updating, and managing all digital and electronic employee records within our HRIS system (Rippling).
  • Process all employee lifecycle changes in the system, including promotions, transfers, and personal information updates.
  • Conduct regular audits of HR data to ensure accuracy and completeness.
Benefits Administration:
  • Assist in the administration of all employee benefits and insurance programs, including medical, dental, vision, life insurance, and 401(k).
  • Support employees during the new hire enrollment and annual open enrollment processes.
  • Act as a resource for employees, answering their questions about benefits plans and enrollment procedures.
  • Maintain and update provider databases with employee enrollment and change information.
  • Assist with reconciling and verifying monthly insurance billing statements.

What you need:
  • Required: 2+ years of direct experience processing payroll for a multi-state organization. 
  • Required: Hands-on experience with a modern HRIS/payroll platform; strong proficiency with Rippling is highly preferred.
  • Solid understanding of payroll principles, wage and hour laws, and federal and state regulations.
  • Exceptional attention to detail and a commitment to accuracy.
  • Strong organizational and time-management skills, with the ability to manage multiple priorities and meet deadlines.
  • Excellent interpersonal and communication skills, with the ability to handle sensitive information confidentially and professionally.
  • A proactive and problem-solving mindset.
  • Experience in benefits administration is a significant plus.
  • Ability to handle confidential information in a discreet, professional manner.
  • High degree of accountability and independence in a fast-paced and dynamic environment.

About
Grasshopper is a client-first digital bank serving small businesses, startups, and investors supporting them across the innovation economy. Our digital solutions cover small business, venture-backed companies, fintech-focused Banking-as-a-Service (BaaS) and commercial API banking platforms, SBA lending, commercial real estate lending, and yacht financing. Privately owned and headquartered in New York City, the bank is a Federal Deposit Insurance Corporation member and is an Equal Housing/Equal Opportunity Lender.We're always looking for talented, driven, visionary people to join our team. If you don't see the job that fits your skillset, please send your resume to [email protected].

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