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Engineering Manager

WorkWhile

WorkWhile

Software Engineering, Other Engineering
Canada
Posted on May 29, 2025

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

WorkWhile is looking for an Engineering Manager to help lead our growing Engineering team. You'll manage and mentor a small team while staying hands-on with architecture and technical strategy. As an early leader on the team, you’ll play a pivotal role in shaping WorkWhile’s engineering culture, driving technical excellence, and contributing to company-wide strategy as we scale. This role reports into our Head of Engineering.

What you’ll do

  • Drive execution on key product initiatives and outcomes—from shaping technical direction to delivering high-quality user-facing features.

  • Be a force multiplier, leading, managing and growing a small team of engineers, while strategically hiring and evolving the team as we scale.

  • Work with leadership to align engineering priorities with company-wide OKRs and shape long-term product and technical strategy.

  • Champion engineering best practices and be a steward of code quality, system design, and technical decision-making. Operate with a balance of coaching and hands-on involvement.

What we’re looking for

  • 2+ years of experience managing engineers. Proven ability to recruit, develop, and retain world-class engineering talent, fostering a culture of ownership, learning, and impact.

  • Strong hands-on experience with shipping production software and modern web technologies—React, TypeScript, Python/Flask, Postgres (or similar stacks).

  • Excellent communication and collaboration skills—you’re comfortable working cross-functionally and making tradeoffs with product/design and other stakeholders.

  • Experience building growth features, internal tools, or working in marketplace or B2B SaaS contexts.

Engineering @ WorkWhile

  • We’re a small and mighty team with senior engineers from Airbnb, Amazon, Google, Lyft among others

  • We value user-centricity, competence, speed, and having fun

  • We’ve been happily remote for the past 4 years

  • 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 work culture with opportunities for coworking in SF

  • 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.