Demo

GTM Operations and Automation Manager

instawork
Chicago, IL Full Time
POSTED ON 1/9/2026
AVAILABLE BEFORE 3/8/2026

Instawork is on a mission to create meaningful economic opportunities for skilled hourly professionals in communities around the globe. Our AI-powered labor marketplace helps local businesses scale, and enables global technology companies to push the frontiers of robotics and AI. Backed by world-class investors like Benchmark, Spark Capital, Craft Ventures, Greylock, Y Combinator, and others, we’re looking for exceptional talent to reimagine the way the world works.

About the role
As the Operations & Automation Manager, you will build technical solutions to business problems. You will design and own tools that will have a direct impact on sales and productivity. This role is a blend of Revenue Operations and GTM engineering, all relying on an advanced use of AI. Reporting to our VP of Business Operations, this is an individual contributor role with potential for growth into people management. 

Who You Are:

  • 5 years experience in revenue operations, GTM engineering, data analytics, management consulting, or similar roles
  • Proficiency in Python and SQL is required; experience with API integration
  • Experience with the GTM Tech Stack is a plus, e.g. Salesforce, Outreach, Clay
  • Experience with AI code copilots is a plus, e.g. Claude Code, Cursor
  • Obsessed with automation and eliminating manual work

What You'll Do:

  • Build GTM automation tools: Build tools to increase the efficiency of our sales team. You will focus on specific sales motions and find ways to 10x their impact. You will architect a combination of Python notebooks, n8n workflows, and other tools, to build things such as a referral identification system or a lead scoring model
  • Own Revenue Systems & core GTM processes: Own operational excellence in key processes including pipeline tracking, process optimization, lead enrichment. Maintain and enhance our revenue tech stack (CRM, automation tools, data platforms) 
  • Drive projects from idea -> impact: Evaluate commercial strategy to surface gaps and drive prioritization across the organization. Partner with Sales and Product to ship GTM innovations with high velocity and ownership 

For SF / IL / NY based applicants:

  • The base salary for this position is $140K - $180K
  • This position is eligible for equity in the form of stock options
  • This position is eligible for Instawork benefits, including: 
    • 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 www.instawork.com/about.

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Salary : $140,000 - $180,000

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