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WorkWhile

Product Manager

Posted 23 Days Ago
Hybrid
Toronto, ON, CAN
Mid level
Hybrid
Toronto, ON, CAN
Mid level
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're looking for a Product Manager to help shape how WorkWhile builds for both sides of our marketplace. You'll work directly with engineering and cross-functional stakeholders to define what gets built, why, and in what order - translating ambiguous problems into clear product direction. Your specific area of ownership will depend on where the roadmap needs you most, and you'll report to our Head of Product.

What you'll do

Discovery & Definition

  • Understand the workflows, data, and constraints of the users and customers your product area serves, and where WorkWhile fits (and where it doesn't yet)

  • Lead discovery and scoping conversations with stakeholders, often without a fully defined brief

  • Own the feedback loop for your area: synthesize what you're seeing into patterns, and surface those patterns as product signal

Product & Roadmap

  • Define and prioritize what gets built in your area, in collaboration with engineering and other product stakeholders

  • Make clear calls on what to build now, what to configure or defer, and when something is a one-off vs. a real product gap

  • Drive rapid iteration cycles: get something in front of users fast, learn from it, and adjust

  • Partner with other product and engineering stakeholders to make sure what you're learning influences the broader roadmap, not just your own backlog

Execution

  • Write specs, define success metrics, and manage delivery with engineering from kickoff to ship

  • Keep cross-functional stakeholders (GTM, Customer Support, Operations) aligned on what you're building and why

What we're looking for
  • 2-3+ years of experience in product management, or in a highly analytical, customer- or data-facing role (consulting, analytics, engineering, ops) with a clear product management trajectory

  • Comfort operating in ambiguity: you can scope work from an incomplete brief and know how to move forward anyway

  • Strong written and verbal communication; you can hold your own with an engineer, an operator, and a stakeholder in the same afternoon

  • Instinct for prioritization: you know the difference between what someone is asking for and what they actually need

  • Track record of shipping - you can point to product work you've owned end-to-end

Benefits & Perks
  • Competitive base salary + equity in a high-growth, venture-backed company

  • Hybrid work culture based out of our San Francisco office

  • 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.

WorkWhile Toronto, Ontario, CAN Office

Toronto, ON, Canada

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