Software Engineer, AI Product

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

Benefits & Perks

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