Remote Field Operations Manager / Associate

About WorkWhile
WorkWhile is on a mission to help workers earn a better living and live better lives. 83 million Americans work hourly jobs, often with unpredictable schedules that pay close to minimum wage and offer limited benefits, leading to financial instability.

WorkWhile identifies the best hourly workers and matches them with shifts that fit their skills, location, and life. Businesses get access to a quality workforce, while workers get stable income and unmatched benefits, including next day pay, free telehealth services, and financial services.

We have the audacious goal to align incentives and solve inefficiencies in the labor market, disrupting the $650 billion staffing and recruiting market. Backed by Khosla Ventures and recognized by the Inc. 5000 for 10x growth, WorkWhile is reshaping the future of work.

WorkWhile is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

About the role
Location: Based in New York or New Jersey, travel to sites required

WorkWhile deploys on-site shift leads at enterprise accounts across warehousing, events, and retail in the TriState region. These leads are the most visible representation of WorkWhile’s quality on the ground, and this role is directly responsible for making sure they show up, perform, and grow.

This is a ground-level execution role. You will oversee a portfolio of shift leads across multiple client sites, serve as the primary on-site point of contact for client managers, and ensure that every shift runs the way it is supposed to. You will report directly to the Head of Field Operations and be accountable for shift lead fill, lead performance, and client satisfaction across your assigned sites.

We will hire this role at the Manager or Associate level depending on experience.

What You’ll Own:

Lead Management and Development

• Directly oversee a portfolio of shift leads across assigned accounts

• Conduct regular check-ins with leads to address performance, attendance, scheduling gaps, and client feedback

• Coach leads on communication, conflict resolution, safety, and WorkWhile standards

• Identify high-performing workers ready for lead roles and build the pipeline

• Hold leads accountable to performance standards and escalate to the Head of Field Operations when intervention is required

Site Execution and Launches

• Own day-to-day operational quality across assigned client sites

• Support new site launches by visiting locations ahead of go-live, aligning on client expectations, and ensuring leads are prepared before the first shift

• Build and document site-specific checklists and playbooks so that future launches in the region run faster and with less escalation

• Capture, escalate, and resolve on-site issues so that execution standards are consistent across every account you own

Client Relationships

• Serve as the primary on-the-ground point of contact for assigned client sites

• Build working relationships with client site supervisors and managers, understand their expectations, and flag risk early

• Participate in regular client check-ins and submit site performance summaries

• Resolve site issues quickly and professionally

Reporting and Communication

• Submit weekly reports to the Head of Field Operations covering staffing status, lead performance, client feedback, and open issues

• Maintain accurate records in WorkWhile’s workforce management systems

• Collaborate with Worker Success and Marketplace Operations to ensure worker

About you

All candidates

• Based in New York or New Jersey with reliable access to New York Tri-state area client sites

• Comfortable with data and reporting tools such as Google Sheets or workforce management platforms

• Valid driver’s license and ability to travel between sites regularly

Manager level (3+ years of relevant experience)

• Experience managing shift leads or hourly teams across multiple sites

• Comfortable owning client relationships and handling escalations independently

• Track record of hitting fill rate or attendance targets in a staffing or field operations environment

• Able to identify lead performance issues early and act on them without waiting to be asked

Associate level (1-2 years of relevant experience)

• Experience in a supervisory, operations, or logistics role with direct team responsibility

• Strong communicator, comfortable working with clients, leads, and workers in the same day

• Organized and reliable, you follow through and flag problems before they compound

Compensation & Benefits

• Competitive base salary + equity in a high-growth, venture-backed company

• Hybrid work culture with office hubs in SF, NY, Seattle & Toronto.

• In-person company off-sites

• Medical, dental & vision coverage

• Unlimited PTO

• 401(k) with employer match

• WFH stipend to support your home office setup

WorkWhile has a diverse, mission-driven, and supportive culture—we look for people who want to take ownership, are energized by ambiguity, and strive to make a lasting impact. If this resonates with you, we’d love to chat!

Jobicy JobID: 151250