People Operations Manager

Roadie, a UPS company, is a leading logistics and delivery platform that helps businesses tackle the complexities of modern retail with unmatched delivery coverage, flexibility and visibility. Reaching 97% of U.S. households across more than 30,000 zip codes — from urban hubs to rural communities — Roadie provides seamless, scalable solutions that meet a variety of delivery needs.

With a network of more than 310,000 independent drivers nationwide, Roadie offers flexible delivery solutions that make complex logistics challenges easy, including solutions for local same-day delivery, delivery of big and bulky items, ship-from-store and DC-to-door. For more information, visit  www.roadie.com .

We're hiring a People Operations Manager to own day-to-day people operations and the systems, processes, and services supporting the employee lifecycle. You'll build lightweight, scalable processes that keep things running smoothly as we grow, and you'll help shape our upcoming HRIS and payroll implementation instead of inheriting it later. We're a lean, fast-moving team, so you'll own real work and see the impact quickly.

What You’ll Do

Serve as the frontline for employee questions and own the employee lifecycle from onboarding to offboarding, so every step feels consistent and easy

Be the go-to owner for our HR and people systems, and play a key role in our HRIS implementation, including data migration, configuration, testing, training, go-live, and ongoing improvements

Keep the HRIS the source of truth for people data, with regular audits so it stays accurate across the employee lifecycle

Build an efficient people operations system and infrastructure: streamline workflows, permissions, and reporting, build automation wherever it saves time

Partner closely with Payroll on employee changes, benefits deductions, leave-related pay, timekeeping and issue resolution, supporting both hourly and salaried team members

Run benefits administration and open enrollment, manage our broker and carrier relationships, and partner with the VP on benefits strategy and design, using our systems to optimize and automate wherever possible

Oversee multistate leave administration, coordinating company, statutory, disability, and payroll and benefits requirements

Keep us compliant across the states where we operate, including audits and filings, and support employment verifications, documentation, and immigration matters

Track operational metrics to spot gaps, patterns, and risks, explain the why behind them, and recommend what to do next so the employee experience keeps getting better

Create and maintain clear procedures, employee resources, and communications that make people processes easy to navigate, and train employees and managers on new systems and workflows

Lead the way on using AI and automation to cut repetitive admin work, raise accuracy, and make the employee experience great

What You Bring

5+ years of progressive HR experience, including meaningful time in a lean or scale-up environment

Bachelor’s degree or equivalent practical experience; SPHR certification a plus

Hands-on experience administering HR systems, including configuration and workflow improvement; direct implementation experience strongly preferred

Hands-on benefits administration experience, including working with brokers and carriers

Working knowledge of multistate employment, including leave programs, payroll, and compliance

Curiosity about automation, and a track record of using tools to cut manual work

Strong analytical skills, with the ability to turn data into clear insight and recommendations

A service mindset and sound judgment: you make systems and compliance easy to navigate, handle sensitive information with care, and know when to resolve issues independently or bring others in

Resourceful self-starter with a “roll up your sleeves” mentality

Why Roadie? 

Competitive compensation packages 

100% covered health insurance premiums for yourself

401k with company match

Tuition and student loan repayment assistance (that’s right - Roadie will contribute directly to your existing student loans!) 

Flexible work schedule with unlimited PTO 

Monthly 3-day weekends

Monthly WFH stipend 

Paid sabbatical leave - tenured team members are given time to rest, relax, and explore

The technology you need to get the job done

This role is not eligible for visa sponsorship. Applicants must be authorized to work for any employer in the U.S.