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workwhile.ai

Staff Software Engineer, Backend

workwhile.ai

San Francisco, CARemote$150,000 - $250,000 a yearFull Time
Senior LevelBackend DeveloperRemote
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Job Description

Location

Remote - San Francisco, Remote - New York, Remote - Seattle, Remote - Toronto

Employment Type

Full time

Location Type

Remote

Department

R&D
Engineering

Compensation
SF/NY/Seattle
$150K – $250K • Offers Equity
Toronto
CA$165K – CA$310K • Offers Equity

This range represents the good-faith estimate of the base salary/wage we reasonably expect to pay at the time of hire. Final offer amounts are determined by multiple factors, including seniority, experience, skills, and geography.
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

Own and evolve complex backend systems that power core product flows, from architecture and data modelling to reliability and long-term scalability

Partner closely with engineering leadership, product, and design to shape technical direction and translate ambiguous problems into durable solutions

Lead high-impact initiatives that span multiple services or teams, setting clear technical direction and unblocking others

Raise the bar on system design, correctness, and operational excellence across the backend codebase

Act as a force multiplier for the team: reviewing designs, mentoring engineers, and helping others make strong technical decisions

Contribute to our engineering culture by modelling thoughtful tradeoffs, clear communication, and ownership at scale

What we're looking for

Significant experience designing and building backend systems in Python (or similar), including APIs, data models, and distributed services

A strong track record of owning technical systems or product areas end-to-end, especially in growing or evolving codebases

Comfort working in ambiguity: able to define problems, propose options, and guide teams toward pragmatic solutions

Deep care for system correctness, reliability, and long-term maintainability, balanced with real product needs

Strong written and verbal communication skills, with the ability to influence technical direction across the team

Experience mentoring engineers and elevating team-wide technical quality (formal management experience not required)

Nice to have

Experience working in marketplace, fintech, or data-sensitive systems

Exposure to scaling systems, migrations, or meaningful architectural change

Interest in helping shape engineering standards and best practices as the team grows

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, 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.