WorkWhile is on a mission to help workers earn a better living and live better lives. More than 80 million Americans work hourly jobs, often with unpredictable schedules that pay close to minimum wage and offer limited benefits, leading to financial instability.
WorkWhile is revolutionizing frontline work by creating a more flexible and efficient labor market. Powered by AI, the WorkWhile platform helps businesses quickly access high-quality talent. Workers benefit from same-day pay, free telehealth services, upskilling, and the ability to choose shifts that match their skills and schedules.
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.
About the roleWe're looking for a Product Manager to help shape how WorkWhile builds for both sides of our marketplace. You'll work directly with engineering and cross-functional stakeholders to define what gets built, why, and in what order - translating ambiguous problems into clear product direction. Your specific area of ownership will depend on where the roadmap needs you most, and you'll report to our Head of Product.
What you'll doDiscovery & Definition
Understand the workflows, data, and constraints of the users and customers your product area serves, and where WorkWhile fits (and where it doesn't yet)
Lead discovery and scoping conversations with stakeholders, often without a fully defined brief
Own the feedback loop for your area: synthesize what you're seeing into patterns, and surface those patterns as product signal
Product & Roadmap
Define and prioritize what gets built in your area, in collaboration with engineering and other product stakeholders
Make clear calls on what to build now, what to configure or defer, and when something is a one-off vs. a real product gap
Drive rapid iteration cycles: get something in front of users fast, learn from it, and adjust
Partner with other product and engineering stakeholders to make sure what you're learning influences the broader roadmap, not just your own backlog
Execution
Write specs, define success metrics, and manage delivery with engineering from kickoff to ship
Keep cross-functional stakeholders (GTM, Customer Support, Operations) aligned on what you're building and why
2-3+ years of experience in product management, or in a highly analytical, customer- or data-facing role (consulting, analytics, engineering, ops) with a clear product management trajectory
Comfort operating in ambiguity: you can scope work from an incomplete brief and know how to move forward anyway
Strong written and verbal communication; you can hold your own with an engineer, an operator, and a stakeholder in the same afternoon
Instinct for prioritization: you know the difference between what someone is asking for and what they actually need
Track record of shipping - you can point to product work you've owned end-to-end
Competitive base salary + equity in a high-growth, venture-backed company
Hybrid work culture based out of our San Francisco office
In-person company offsites
Medical, dental, & vision coverage
Flexible time off
401(k) with employer match
WFH stipend to support your home office needs
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!
WorkWhile is an Equal Opportunity Employer. Women, minorities, individuals with disabilities and protected veterans are encouraged to apply.
Skills Required
- 2-3+ years of experience in product management, or a highly analytical, customer-facing, or data-facing role with a clear product management trajectory
- Ability to operate effectively in ambiguity and scope work from incomplete briefs
- Strong written and verbal communication skills
- Strong prioritization and product judgment
- Track record of shipping product work owned end-to-end
WorkWhile Compensation & Benefits Highlights
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Healthcare Strength — Corporate employees receive 100% employer-paid medical, dental, and vision with generous family coverage, while platform W‑2 workers have free 24/7 virtual care and a pathway to individual-plan reimbursement once eligible. Workers’ compensation applies to W‑2 roles, and contractors receive required occupational accident coverage.
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Leave & Time Off Breadth — Corporate employees are offered unlimited PTO alongside generous parental leave. Platform W‑2 workers accrue paid sick time and the company cites compliance with applicable leave laws.
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Retirement Support — A 401(k) match is advertised for corporate staff. Platform W‑2 workers have access to retirement programs in specific states.
WorkWhile Insights
What We Do
WorkWhile is an AI-powered next generation labor platform that helps businesses in light industrial, hospitality, and events achieve over 90% fill rates and reduce no-shows through AI and predictive machine learning. We ensure seamless shift execution with trained, on-demand workers supported by on-site leads, real-time performance monitoring, and a robust accountability system. Our worker-first model boosts retention through benefits like next-day pay, telehealth, and free upskilling, while our platform delivers real-time analytics and dedicated support for every client. By combining flexibility, reliability, and deep insights, WorkWhile helps businesses scale efficiently and stay competitive.
Why Work With Us
WorkWhile is a technology platform with product and engineering at its core. Founded by alumni from Google, Meta, Yahoo, and Airbnb, continuous innovation is our strategy. We are an AI-native company that doesn’t just adopt new technologies, we operationalize them at scale to solve real business challenges.
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WorkWhile Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
Our hybrid policy allows workers to work flexibly - either in person in one of our four hubs (San Francisco HQ, New York, Seattle, Toronto), or remote. We encourage employees coming in person to come 2-3x per week.



