Product Operations Manager Job at Instawork, Chicago, IL

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  • Instawork
  • Chicago, IL

Job Description

Instawork's vision is to create economic opportunities for local businesses and skilled hourly workers in communities around the world. With an AI-first approach, we're supercharging the leading online labor marketplace and looking for exceptional talent to help us build the future of hourly work. Backed by world-class investors like Benchmark, Spark Capital, Craft Ventures, Greylock, Y Combinator, and more, we want you to help us continue to scale quickly and make an even greater impact.

At our labor marketplace tech company, we believe that even in the age of AI, the core of success comes down to good people doing honest work. We're seeking an AI-centered Product Operations Manager to be at the forefront of operationalizing our intelligent product features, ensuring they deliver unparalleled value and efficiency to our users.

Who You Are:
  • Product Operations Expertise (5+ years): You have a proven track record in Product Operations, successfully delivering and scaling innovative products that you're immensely proud of, always seeking continuous improvement.
  • AI Acumen: You're not just familiar with AI; you're an enthusiast who actively explores the latest AI technologies and tools, understanding their potential to empower builders and transform user experiences.
  • Analytical & Data-Driven: Possess strong analytical and statistical skills, with extensive experience in defining, executing, and interpreting A/B tests, conducting comprehensive funnel analyses, and developing data-backed go-to-market strategies. You excel at blending quantitative insights with qualitative user empathy to solve complex problems.
  • Automation Pro: Hands-on experience with automation tools such as Zapier, UiPath, Power Automate, or similar platforms, enabling you to streamline operational workflows, particularly those supporting AI product lifecycles.
  • Technically Proficient: You are comfortable with SQL and/or other data analysis tools, capable of extracting and manipulating data to inform decisions. You understand technical concepts and can effectively communicate with engineering and data science teams.
  • Strategic & Hands-On: You seamlessly shift between high-level strategic thinking and the willingness to roll up your sleeves and execute detailed tasks to achieve ambitious goals.
What You'll Do:
  • Drive Product Rollouts & Adoption: Work closely with product, design, operations, and engineering to create our outreach and rollout plans for some of our most important features with our users.
  • Influence Product Development: As part of the product development lifecycle, you'll test new capabilities, learn, and influence the product/engineering team to update the roadmap, and scale it through software.
  • Optimize AI Performance & Impact: Continuously monitor, analyze, and optimize the performance of AI features, leveraging data-driven insights to directly influence the AI product roadmap and ensure operational excellence.
  • Champion AI User Experience: Serve as a key advocate for our users, providing critical feedback on AI-powered features and gathering community insights to foster meaningful engagement and adoption.
  • Streamline AI Operations: Spearhead strategic initiatives and implement automation to improve the efficiency, scalability, and overall user experience of our AI products.
Nice To Have:
  • Team Leadership: Experience as a Team Lead, driving team performance and optimizing Product Operations workflows to maximize impact.
  • Growth & Marketplace Experience: Prior experience working on growth teams and/or within marketplace businesses, understanding the unique dynamics and operational challenges of such platforms.
For IL based applicants:
  • The base salary for this position is $110,000 - $140,000
  • This position is eligible for equity in the form of stock options
  • This position is eligible for Instawork benefits, including:
    • A variety of medical, dental, and vision plans with coverage beginning on the date of hire
    • Flexible paid time off
    • At least 8 paid company holidays annually
    • Phone stipend
    • Commuter stipend
    • Supplemental pay on qualified leaves
    • Employee health savings accounts (HSA) contribution
    • Flexible spending plans
    • 401K plan
    • Perkspot - discount program through Lumity
A variety of factors are considered when determining someone's compensation including a candidate's professional background, experience, and location. Final offer amounts may vary from the amounts listed above.

Our Values
  • Empathy, Trust & Candor We put ourselves in the shoes of our colleagues and customers and don't shy away from uncomfortable conversations, instead building trust through honest and direct feedback.
  • Bias for Action We practice high-velocity decision-making, clear-eyed that we often operate with incomplete information. Growing quickly means it's OK to be wrong, so long as we learn from our mistakes and course correct!
  • Always Be Learning We're a curious bunch, and with AI transforming our workplace we encourage everyone to learn from each other, compounding our knowledge and experience to help us change an entire industry.
  • Act Like an Owner We work long, hard, and smart, building products that delight our users and drive growth. Your ability to impact Instawork is limited only by your courage and conviction, not your job description.
About Instawork

Founded in 2015, Instawork is the nation's leading online labor marketplace for food services, hospitality, light industry, and logistics, connecting more than 7M skilled workers with local restaurants, hotels, warehouses, stadiums, and more. Our AI-powered platform serves thousands of businesses across more than 50 major markets in the United States and Canada. We're not just helping fill shifts, we're supporting local economies-and we're just getting started!

Instawork has been featured by CBS News, The Wall Street Journal, The Washington Post, and the Associated Press. Forbes included us on their Next Billion Dollar Startups list; RetailTech Breakthrough named us Workforce Hiring Solution of the Year for 2025; and Inc. 5000 recognized us as one of the country's top 10% fastest-growing companies two years in a row. But what matters most is our impact. We're solving real problems for real people, and we're doing it at scale.

Join our team to help us build something that matters! We're looking for superstars who want to help us shape the future of work. With hubs in San Francisco, Bangalore, and Chicago, city offices in New York, Phoenix, and Singapore, we're back to working together in-person five days a week because we believe the best ideas happen when great people collaborate face-to-face. We also value diverse perspectives and encourage applications from candidates of all backgrounds.

Ready to make an impact? Learn more at

Personnel Privacy Policy Instawork

Job Tags

Hourly pay, Local area, Flexible hours, Shift work,

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