[Hiring] People Operations Generalist @Olipop

Role Description

OLIPOP is searching for a People Operations Generalist to join our team. You'll help run the day-to-day of the People Ops function as our generalist—running the core machinery (payroll, benefits, leaves of absence, worker's compensation, and HRIS management) with excellence, while partnering with People Team leadership to spot opportunities to improve it and helping bring those solutions to life.

In this role, you'll focus on the "nuts and bolts" of People Operations, including but not limited to:

• Payroll
• Benefits
• Leaves of absence
• Worker's compensation
• HRIS management

This role will be a great fit if you're excited by work that makes a difference, enjoy thinking critically and creatively to solve problems, and take pride in building efficient processes that scale.

Responsibilities

• Processing bi-monthly payroll with accuracy—from data changes through reporting and pay-change audits—ensuring all compliance requirements are met.
• Performing various new hire onboarding and offboarding tasks to ensure a consistent, high quality experience that exceeds employee expectations, suggesting improvements to automate where practical and ensuring compliance with the respective laws of each state in which we operate.
• Partnering with our benefits broker to administer employee benefits, including answering employee questions and supporting annual enrollment.
• Managing our current HRIS, ADP, ensuring 100% accurate data at all times, running routine and ad-hoc reports, and quickly learning the ins and outs of the system to understand what customization is available based on changing organizational needs.
• Handling the administrative side of the HRIS transition and implementation projects—data entry and migration, testing, documentation, and coordination—as the team adopts new systems.
• Working with our leave management vendor to support employee leaves of absence, understanding the basics of leave management and being comfortable explaining our company leave policies and practices, following up with employees to request required forms, and documenting leaves in our HRIS.
• Administering worker's compensation programs, reporting claims, and liaising with employees, managers, and claims adjusters to ensure employees are taken care of and claims move through the process in a timely manner.
• Supporting the performance review cycle in our performance management software by setting up the cycle, keeping track of important dates, and moving the cycle through its various stages.
• Maintaining multi-state compliance by keeping accurate records, helping prepare and submit required filings and registrations, and staying current on the regulations that affect our team.
• Documenting, maintaining, and evolving HR policies that support the business, partnering with People Team leadership to keep them clear, compliant, and up to date.
• Contributing to process-building and improvement—helping design and strengthen the processes that allow our team to scale, and bringing forward recommendations to move us ahead of where we are today.
• Collaborating with the People Operations team to deliver the best support and service to every OLIPOP employee.

Qualifications

• 4–6 years of hands-on experience in People Ops/HR operations, with direct payroll ownership (multi-state a strong plus).
• Demonstrated ability to improve and strengthen processes—experience contributing to SOPs, audits, or systems enhancements.
• High accuracy under compliance pressure (payroll is zero-error).
• Takes initiative and works independently on core responsibilities, while knowing when to align and escalate with the broader team.
• Highly organized, process-oriented, and reliable—nobody ever questions if you'll do what you say you're going to do, and you communicate status updates regularly to build trust with colleagues and leaders.
• Comfortable with ambiguity—able to think critically, make decisions, and solve non-routine problems through experience and solid reasoning.
• High level of discretion when dealing with confidential and sensitive matters.
• Able to communicate clearly, empathetically, and firmly in a variety of settings—verbally, in writing, 1-on-1, and in large groups.
• Strong spreadsheet skills across Microsoft Suite—comfortable manipulating data sets, writing formulas, and performing calculations (advanced features like macros a bonus).
• Experience with team collaboration tools such as Slack and Teams is preferred.
• ADP experience is a plus.

Compensation

• $90,000-$100,000 base salary + bonus

How We Work

We may be fully remote, but we’re anything but disconnected. OLIPOP has grown from a few passionate people around a table to a nationwide team, and we’ve done it without losing our collaborative spirit or sense of purpose.

• Connection here is intentional.
• We value thoughtful debate.
• We lead with trust, transparency, and a shared commitment to doing work that matters.

What We Value

• Mission Connectivity: Everything we do ladders up to our shared goal: supporting human health.
• Indomitable Spirit: When things get messy, we get inventive.
• Lead at Every Level: Leadership isn’t about titles, it’s about ownership.
• Courageous Humility: We’re confident in what we bring and curious about what we don’t know (yet).

What We’re Looking For

• Think big, move fast, and take thoughtful risks.
• Thrive in a high-performance, feedback-rich environment.
• Value real human connection and honest collaboration.
• Are fired up by building something new, and making it better every day.