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.
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.

