People Operations Specialist

Hallow • Chicago, IL

4h • $70,000 - $90,000 • Remote

About The Position

We're looking for a People Operations Specialist to run the systems and daily operations behind Hallow's People function for a fast-growing global team. You care about people just as much as you enjoy working with processes, software, and data, and you'd rather automate repetitive work than keep doing it by hand.

Requirements

• Passion for Hallow's mission.
• Builder's instinct: see a problem and want to solve it, build a workflow, an automation, or a small internal tool rather than use a workaround.
• Experience building things with AI that get used regularly, and keeping up with what's new.
• Ability to collaborate well with others, but also get started without a playbook.
• Curiosity and follow-through: notice integration issues or recurring questions, investigate the cause, and drive a resolution.
• Comfort reading contracts and policies, and wanting to understand the 'why' behind rules.
• People-first approach: take service-focused People and Ops functions seriously, make people feel heard and taken care of when they reach out with questions or problems.
• Warm, responsive, and enjoyable to interact with.
• Treat all team's sensitive information with care.
• Comfort navigating a broad tech stack.
• Ideally have worked with tools like Google Workspace, Slack, or Zoom at an admin level.
• Ability to learn new tools quickly and hold conversations about systems, integrations, and infrastructure without being an engineer.
• 1-3 years in a People/HR or executive support role.
• Experience at a startup or small company where you wore a lot of hats and gravitated toward the process, systems, and tooling side of the work.

Nice To Haves

• Prior HRIS administration.
• Exposure to a SOC 2 or GRC platform like Vanta.
• Comfort building with tools like Claude Code, Codex, Windmill, or Google Apps Script.

Responsibilities

• Own day-to-day administration of our people processes and systems (Rippling, Lattice, and Tilt). Manage and improve how we handle employee records and changes, offer letters and contracts, I-9s, employment verifications, background checks, leave administration, and performance management.
• Ensure People data is accurate and consistent across systems. Implement new integrations, find and fix discrepancies, and build and maintain reporting that managers, the People team, and leadership rely on to make decisions.
• Manage access across company-wide tools, including Google Workspace, Slack, and Zoom, from provisioning on someone's first day through removal on their last. Own device procurement, storage, and collection with our third-party logistics vendor and run periodic access reviews.
• Find repetitive work buried in People and Ops processes and build it away, using Rippling's integrations along with tools like Claude Code and Windmill.
• Take the first pass on the internal People and Ops request queue. Field employee and contractor questions about benefits, systems, devices, and policies, answering what you can and escalating what you can't.
• Work cross-functionally to keep certain recurring compliance requirements on schedule, including annual compliance training, benefits reporting, benefits census audits, access reviews, and support for our SOC 2 information security program.
• This role has the potential to flex into offering direct administrative support to Hallow’s CEO and executive leadership team.

Benefits

• Equity compensation
• Unlimited PTO
• Insurance
• Remote-flexible work
• Fully paid parental leave
• 401(k) match
• Stipends for spiritual development, health & wellness, home-office, and learning

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: No Education Listed