Head of Field Operations

WorkWhile Inc.

Job Overview

Location

Remote (US)

Job Type

Full-time

Full Job Description

📋 Description

• As Head of Field Operations at WorkWhile Inc., you will own the execution and quality of on-site shift leads across enterprise accounts in warehousing, events, and retail, directly impacting client retention and revenue by ensuring reliable, high-quality workforce deployment.
• You will manage a distributed team of Field Operations Managers across TriState, Mid-West, and West Coast markets, overseeing shift lead performance, account health, incident resolution, and commercial accountability while building scalable systems and AI-enabled tools to optimize operations without increasing headcount.
• You will partner with Engineering, Data Science, Account Management, and Finance to define when AI should automate tasks like clock-in anomaly detection and performance scoring, and where human judgment is essential for client escalations and relationship management.
• You will develop standardized talent models for shift leads, including qualification, onboarding, performance scoring, and retention strategies, while driving proactive account health reporting and shaping the long-term scalability of WorkWhile’s field operations function.

🎯 Requirements

• 4+ years in field operations, workforce management, or staffing, with experience managing distributed teams across multiple accounts and verticals
• Demonstrated track record owning account health and on-site quality at scale
• Experience thinking about the commercial implications of operational decisions, including how deployment choices affect margin and client value
• Fluent in data: ability to use dashboards to identify problems early and drive proactive improvements
• Strong client communication skills, including managing difficult conversations with diverse stakeholders
• Comfortable building structure and processes in ambiguous, high-growth environments where little exists today

🏖️ Benefits

• Competitive base salary + equity in a high-growth, venture-backed company
• Hybrid work culture with office hubs in SF, NY, Seattle & Toronto
• Medical, dental & vision coverage
• Unlimited PTO
• 401(k) with employer match
• WFH stipend to support home office setup

Skills & Technologies

Remote

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WorkWhile Inc.

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About WorkWhile Inc.

WorkWhile is a labor marketplace that uses predictive algorithms to match hourly workers with shifts offered by logistics, warehousing, hospitality, and retail employers across the United States. The platform vets applicants through background checks and skills assessments, then schedules them for shifts that fit their availability and pay preferences. Employers access a pool of pre-qualified workers on demand, while workers gain flexible hours, next-day pay, and benefits such as telemedicine and gas discounts. Founded in 2019, WorkWhile operates primarily in California and Texas, facilitating thousands of daily shift placements for both national brands and local businesses.

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