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.
About the role
We are looking for a software engineer to lead the design and deployment of AI-powered automation and intelligence within our platform. This role sits at the intersection of AI, product, and engineering, focusing on applying LLMs and AI agents to streamline operational workflows, improve worker-employer matching, and enhance the overall user experience.
What you'll do
Collaborate with founders, sales, design and other engineers to propose and implement solutions for our users - workers and businesses
Build, ship and iterate on LLM-backed product features and internal evals to continually ensure quality
Build, ship and iterate on LLM-backed agentic workflows, leveraging tools, resources, etc.
What we're looking for
Experience building and deploying AI applications in production
Strong proficiency in Python and familiarity with AI frameworks and APIs
Understanding of AI infrastructure optimization and improving performance and output quality of LLM systems
Passion for using AI to solve real-world problems and improving economic opportunities for hourly workers
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
Read more about our team at https://tech.workwhile.ai/
Benefits & Perks
Hybrid work culture with office hubs in SF, NY & Toronto
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.
Top Skills
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.
Gallery
WorkWhile Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
