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WorkWhile

Staff Software Engineer, Fullstack

Reposted 3 Days Ago
Hybrid
Toronto, ON
220K-250K Annually
Senior level
Hybrid
Toronto, ON
220K-250K Annually
Senior level
The Staff Software Engineer will own user-facing product areas, lead initiatives across frontend and backend, and mentor team members to enhance product quality and engineering standards.
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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, user-facing product areas end-to-end - from product definition and system design to implementation, launch, and iteration

  • Partner closely with product, design, and engineering leadership to shape roadmap decisions and translate ambiguous problems into durable solutions

  • Lead high-leverage initiatives that span frontend, backend, and data concerns, setting clear technical direction and guiding execution

  • Make thoughtful tradeoffs between user experience, system complexity, and delivery speed in a fast-moving product environment

  • Raise the bar on product quality, system correctness, and engineering craft across the stack

  • Act as a force multiplier for the team: reviewing designs, mentoring engineers, and unblocking others

What we're looking for

  • Significant experience building and owning product systems end-to-end, with depth in either frontend (JavaScript, React/React Native) or backend (Python)

  • Strong working fluency across the stack, with the ability to lead product work beyond your primary area of expertise

  • A product-minded approach to engineering — you care deeply about user outcomes, not just technical elegance

  • Proven ability to operate in ambiguity: framing problems, proposing options, and guiding teams toward pragmatic solutions

  • Strong communication skills and the ability to influence technical and product direction across disciplines

  • Experience mentoring engineers and raising team-wide technical quality (people management not required)

Nice to have

  • Experience working on marketplace, fintech, or data-sensitive products

  • Background in scaling early-stage products or evolving systems as usage grows

  • Interest in shaping engineering practices and standards as the team scales

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

  • Remote-friendly 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.

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