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WorkWhile

Worker Success Specialist

Sorry, this job was removed at 12:12 p.m. (EST) on Monday, Mar 09, 2026
Remote
Hiring Remotely in US
Remote
Hiring Remotely in US

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Our Mission

WorkWhile is on a mission to help workers earn a better living and live better lives. While 80 million Americans face the instability of unpredictable hourly work, we are leveraging AI to create a flexible, efficient labor market where frontline workers finally have the upper hand. Backed by Khosla Ventures and recognized by the Inc. 5000 for 10x growth, we are disrupting a $650 billion industry by putting people first.


The Role

As a Worker Success Specialist, you are the primary advocate for our community. You aren't just resolving tickets; you are building the trust that allows our marketplace to thrive. This role is perfect for a high-empathy, fast-moving problem solver who wants to navigate the "gray areas" of the gig economy and ensure every worker feels supported, heard, and empowered.


What You’ll Do
  • Empower the Community: Deliver world-class support via email, chat, and phone, turning complex worker inquiries into seamless success stories.

  • Guard the Marketplace: Proactively maintain platform integrity by managing Trust & Safety reports and ensuring all users adhere to our community standards.

  • Optimize the Worker Journey: Identify friction points in the worker experience and collaborate with Product and Ops teams to build long-term solutions.

  • Own the Knowledge: Create and update internal playbooks and external FAQs to help our worker community self-serve and succeed independently.

  • Drive Operational Excellence: Manage high-volume queues with speed and precision, ensuring our response times remain industry-leading.

Who You Are
  • Empathy-First: You have a genuine passion for the well-being of hourly workers and can communicate with clarity and warmth.

  • Critical Thinker: You don't just follow a script; you use data and intuition to solve the root cause of an issue.

  • Tech-Fluent: You are comfortable juggling multiple platforms (CRMs, Slack, Internal Admin tools) without missing a beat.

  • Adaptable & Resilient: You thrive in the ambiguity of a fast-growing startup and are comfortable with a flexible schedule to meet the needs of our workers.

Bonus Points
  • Prior experience in Trust & Safety or Marketplace Operations.

  • Deep familiarity with the gig economy or hourly labor landscape.

  • Hands-on experience withIntercom or similar support ecosystems.

What you need to know about the Boston Tech Scene

Boston is a powerhouse for technology innovation thanks to world-class research universities like MIT and Harvard and a robust pipeline of venture capital investment. Host to the first telephone call and one of the first general-purpose computers ever put into use, Boston is now a hub for biotechnology, robotics and artificial intelligence — though it’s also home to several B2B software giants. So it’s no surprise that the city consistently ranks among the greatest startup ecosystems in the world.

Key Facts About Boston Tech

  • Number of Tech Workers: 269,000; 9.4% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: Thermo Fisher Scientific, Toast, Klaviyo, HubSpot, DraftKings
  • Key Industries: Artificial intelligence, biotechnology, robotics, software, aerospace
  • Funding Landscape: $15.7 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Summit Partners, Volition Capital, Bain Capital Ventures, MassVentures, Highland Capital Partners
  • Research Centers and Universities: MIT, Harvard University, Boston College, Tufts University, Boston University, Northeastern University, Smithsonian Astrophysical Observatory, National Bureau of Economic Research, Broad Institute, Lowell Center for Space Science & Technology, National Emerging Infectious Diseases Laboratories

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