Engagement Details

• Hours: 10-20 hours per week (flexible based on business needs)

• Duration: Initial 6-month engagement with potential for extension

• Start Date: Last week of March 2026

• Location: US or Canada (must have experience with US based employees)

• Timezone: Remote (EST Timezone Preferred)

• Compensation: Competitive hourly rate based on experience

Company Overview

This is a bootstrapped fintech company with a lean, globally distributed team of roughly 15–20 people across multiple regions. The culture is mature, pragmatic, and business-focused, and the company recently completed a U.S. headquarters transition. The founding team brings a strong mix of operational rigor, entrepreneurial experience, and leadership with meaningful fintech scaling experience.

Position Summary

We seek a part-time HR Operations Specialist to provide 10-20 hours per week of strategic HR support, with flexibility for 10-hour weeks and project-based spikes. This role reports to the COO and will work closely with our departing PeopleOps team member during a transition period starting the last week of March 2026.

Core Responsibilities (Priority Order)

1. HRIS & Payroll Management

• Manage Rippling platform operations and resolve ongoing integration issues

• Oversee payroll processing and compliance across multiple jurisdictions

• Troubleshoot system workflows and optimize HR technology stack

• Support benefits and compensation strategy initiatives

2. Contractor-to-W2 Conversion Project (April/May 2026)

• Lead conversion of majority 1099 contractor workforce to W2 employees

• Navigate state tax implications and compliance requirements

• Restructure compensation packages and coordinate pay transitions

• Ensure legal compliance across multiple states

3. Onboarding & Offboarding Systems

• Develop and implement standardized onboarding processes

• Create offboarding workflows and documentation

• Coordinate cross-functional team integration for new hires

Additional Responsibilities

• Develop travel expense policies and standard operating procedures

• Create employee incentive and recognition programs

• Plan and coordinate team off-sites and development activities

• Optional: Recruiting support for current openings (including engineering role)

Ideal Candidate Profile

• Experience: 5+ years in HR operations, preferably in tech/fintech environments

• Compliance Knowledge: Multi-state employment law and contractor classification

• Systems: Rippling HRIS experience strongly preferred

• Work Style: Self-directed, comfortable with distributed teams and async communication

• Availability: EST business hours overlap, flexible scheduling

• Location: US or Canada preferred