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Senior Commercial Counsel

Senior Commercial Counsel

InstaworkChicago, IL, United States
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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.

We’re looking for an intellectually curious and pragmatic Senior Commercial Counsel. As Instawork’s third full-time lawyer, you will help close deals with customers and vendors, provide advice to cross-functional teams, partner on cross-departmental product and compliance issues, and more (so very much more). Reporting to our Chief Legal Officer, this role expands a small but scrappy Legal team and will be responsible for helping to scale legal functions at a company named one of Forbes’s 25 Next Billion Dollar Startups.

Who You Are :

  • JD and California bar admission in good standing (or barred in NY or IL and qualified for and willing to maintain Registered In-House Counsel status with California State Bar)
  • 5+ years of legal experience in a law firm including 1-2+ years in-house
  • Detail- and process-oriented mentality
  • Mature judgment and decision-making skills
  • Ability to translate complex concepts and competing priorities into digestible guidance
  • Team mentality and recognition that no task is too small
  • Composure managing multiple projects with overlapping deadlines
  • Excellent verbal and written communication skills
  • Sense of perspective…and humor
  • Nice to have : privacy and product counseling experience

What You'll Do :

  • Partner with Sales and Finance to close customer deals
  • Review, redline, and approve sales agreements, vendor agreements, and NDAs
  • Build and update playbooks and template documents and maintain our contract lifecycle management platform
  • Support corporate development team in due diligence and contracts associated with corporate transactions
  • Develop, implement, and improve scalable processes for the legal team
  • Work with revenue enablement to improve sales team training
  • Review and revise company policies
  • Advise business and product teams on privacy and other compliance issues
  • Other projects based on the needs of a quickly growing international company
  • For IL based applicants :

  • The base salary for this position is $175,000 - $225,000
  • 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.

    #LI-JG3 #LI-Onsite

    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 .

    Interested in building your career at Instawork? Get future opportunities sent straight to your email.

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