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People Operations Generalist

Employment contract Remote work

Publication date: 30/08/2026

Pie's mission is to empower small businesses to thrive by making commercial insurance affordable and as easy as pie. We leverage technology to transform how small businesses buy and experience commercial insurance. Like our small business customers, we are a diverse team of builders, dreamers, and entrepreneurs who are driven by core values and operating principles that guide every decision we make. The People Operations Generalist is responsible for a variety of employment-related functions within the organization. This role typically includes tasks such as employee relations, performance management, compliance with labor laws, and benefits administration. The People Operations Generalist acts as a point of contact for team members and leaders, providing guidance and support on team member issues. They may also be involved in developing and implementing policies and procedures, conducting training sessions, and ensuring a positive work environment. The position requires strong communication and organizational skills, as well as the ability to handle sensitive information with confidentiality.

Responsibilities

Navigate Employee Relations and Compliance; Ensure compliance with labor laws and regulations; Maintain employee records and update People policies; Notify and advise People Team leaders of employee relations trends and/or compliance issues; Provide guidance to leaders on employee relations, performance management, and separation decisions; Assist with performance evaluations, setting goals, and providing feedback; Analyze workforce data to identify diversity gaps and trends; Generate reports and provide insights on People related metrics; Ensure data hygiene in HRIS and Drive; Support optimal system functionality through active troubleshooting; Support People Operations process improvement efforts; Create initiatives to promote inclusive workplace culture; Collaborate with leadership to integrate diversity goals into business strategy; Collaborate with cross-functional teams to provide feedback on key programs; Advise team members on leave options; Support organization benefit program design and roll-out; Support onboarding programming; Manage headcount process

Requirements

High school diploma or equivalent experience is required; 5 years HR administrative, Rewards, Benefits, or Generalist experience; Applies complete knowledge and full understanding of the principles and practices of Human Resources and People Operations; Resolves team member and leader issues in creative ways and suggests alternative courses of action as appropriate; Demonstrates curiosity, tenacity, flexibility, and adaptability; Written and verbal communication with team members and leaders is direct and empathetic; Analyzes and solves increasingly complex and nuanced employment related issues; Builds partnerships with team members and leaders; Adept at using HRIS, preferably Workday; Experience using project management software, such as JIRA and various collaboration tools including Google Docs and Slack messaging; Experience or ability to learn People Systems tech-stack for key programs (CultureAmp, Continu, Tilt); Up to 5% travel may be required

Nice to have

Bachelor's Degree; HR Certification; Experience with enterprise HRIS; Workday

Benefits

Competitive cash compensation; Comprehensive health plans; Generous PTO; Future focused 401k match; Generous parental and caregiver leave; Core values reflected in work; Discretionary bonuses based on company performance
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