About WorkWhile
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.
What you'll do
Collaborate closely with our leadership team and cross-functional partners to build thoughtful, impactful features that serve both workers and businesses
Take the lead on key initiatives, guiding projects from design through implementation, delivery and ongoing improvement
Help shape our technical systems, internal tools, and team culture as we continue to grow
Balance pragmatism with care - aiming for scalable, maintainable solutions that meet real user needs
Support and mentor teammates, helping foster a collaborative and inclusive engineering culture
What we're looking for
Deep experience in backend development (Python), with an understanding of how backend systems support product and user-facing experiences
A thoughtful approach to technical leadership, including experience leading projects or product areas
Strong communication skills, with the ability to collaborate effectively across disciplines
Interest in contributing to a supportive, mission-driven team where autonomy and trust are valued
Experience mentoring others or helping grow a team is a plus
Engineering @ WorkWhile
We’re a small and mighty team with senior engineers from Rippling, Stripe, DoorDash, Faire among others
We value user-centricity, competence, speed, and having fun
We embrace independence and take ownership of our projects, yet are also great team players
We deal in outcomes, not projects
Benefits & Perks
Remote work culture with optional office hubs in SF, NY & Toronto
In-person company offsites
Medical, dental, & vision coverage
Flexible time off
401(k)
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
- Deep experience in backend development using Python
- Understanding of how backend systems support product and user-facing experiences
- Experience leading projects or product areas
- Strong communication and cross-functional collaboration skills
- Interest in contributing to a supportive, mission-driven team
- Experience mentoring others or helping grow a team
WorkWhile Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about WorkWhile and has not been reviewed or approved by WorkWhile.
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Healthcare Strength — Healthcare is positioned as comprehensive for eligible W-2 workers via an ICHRA, with free 24/7 virtual doctor access; corporate roles advertise 100% employer-paid medical, dental, and vision premiums with generous family coverage.
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Leave & Time Off Breadth — W-2 workers accrue paid sick time at 1 hour per 30 hours worked, while corporate employees are presented with unlimited PTO and generous parental leave policies.
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Retirement Support — Retirement savings are available to W-2 workers in California and Colorado, and corporate materials highlight 401(k) plans with matching.
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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