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Grubhub

Director, Key Cities Strategy and Operations

Sorry, this job was removed at 02:23 p.m. (CST) on Wednesday, Dec 17, 2025
Hybrid
Chicago, IL, USA
189K-232K Annually
Hybrid
Chicago, IL, USA
189K-232K Annually

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Why Work For Us

Grubhub, part of Wonder Group Inc, is all about connecting hungry diners with our network of over 375,000 merchants nationwide. Innovative technology, user-friendly platforms and streamlined delivery capabilities set us apart and make us an industry leader in the world of online food ordering. When you join our team, you become part of a community that works together to innovate, solve problems, grow, work hard and have a ton of fun in the process!

About Grubhub

At Grubhub, we champion restaurants from coast to coast. Restaurants sit at the heart of communities. It’s our mission to strengthen their roots, deepen their connections, and increase the positive impact they have on people and society.

Grubhub, part of Wonder, delivers the best local, authentic cuisine right to diners’ doors—and new customers and billions in revenue to local businesses. Featuring over hundreds of thousands of merchants in over 4,000 cities nationwide, our innovative technology, user-friendly platforms, and streamlined delivery capabilities have made us an industry leader in the world of online food ordering.

Since we opened our doors in 2004, Grubhub has been opening doors all across the country. Bakery doors in Hyde Park, jibarito joint doors in Queens, and doors of opportunity all across the country. Join our team and help us open more.

About the role 

You will take the lead in driving growth strategy and execution for a collection of our key markets, delivering impact across marketing, our merchant network, logistics, campuses, and product. You’ll partner closely with the Key Cities Strategy team to understand performance at a hyper-local level, uncover growth opportunities, and, at a fast pace, drive high-ROI investments across the business. To succeed, you’ll bring a sharp analytical toolkit, a relentless ownership mentality, and an uncompromising bias for action.

Key Responsibilities  

  • Own market-level performance, with full accountability for delivering aggressive growth in customer acquisition, order volume, and restaurant supply.

  • Rapidly develop and execute localized strategies tailored to each city’s unique dynamics, ensuring measurable wins while building to sustainable, long-term market leadership.

  • Mobilize cross-functional teams (marketing, product, logistics, sales, etc.) to roll out initiatives that quickly improve customer experience and accelerate growth.

  • Monitor performance portfolio trends and competitive moves closely, anticipating challenges and acting quickly to stay ahead.

  • Operate as the “GM” of your markets—making fast, decisive calls on resources, investments, and priorities to hit growth and P&L targets.

  • Deliver regular insights and recommendations to senior leadership that directly influence company-wide strategy.

  • Leverage existing analytical tools and work with the Key Cities Strategy team to develop and improve analytical tools.

  • Build and deepen relationships with key restaurant partners, campuses, and community stakeholders to solidify Grubhub’s leadership position.

The experience you have 

  • 10+  years of experience in strategy, operations, consulting, business development, or a high-growth environment, ideally with exposure to multi-market management.

  • Proven ability to deliver measurable business impact quickly through strategy and execution.

  • Strong analytical skills, with the urgency to move from data to decision to action.

  • Fierce ownership mentality—thrives in fast-moving, ambiguous situations and doesn’t wait for direction.

  • Strong communication and stakeholder management skills, capable of influencing at all levels of the organization.

  • Entrepreneurial drive, with a passion for testing bold ideas, scaling high-impact initiatives, and outpacing competitors.

  • Genuine curiosity about local market dynamics and customer behavior, with the drive to be “in-market” to understand and shape growth firsthand.

Base Salary: $189,000-$231,500 per year.

Wonder Group uses geographic-specific salary structures, which means the salary offered  may vary depending on where the job is located. The final salary offer will take into account  various factors, such as the candidate's skills, education, training, credentials, and  experience. 

Our hybrid model requires 3 days a week in the office. That said, many team members  choose to come in more often to take advantage of in-person collaboration and  connection. You're welcome—and encouraged—to be in the office up to 5 days a week if it  works for you. Up to 10% travel expected.

And Of Course, Perks!

  • PTO. Grubhub employees enjoy a generous amount of time to recharge.

  • Health and Wellness. Excellent medical, dental and vision benefits, 401k, employee network groups and paid parental leave are just a few of our programs to support your overall well-being.

  • Free Meals. Our employees get a weekly Grubhub credit to enjoy.

  • Social Impact. At Grubhub we believe in giving back through programs like the Grubhub Community Fund. Employees are also given paid time off each year to support the causes that are important to them.

Grubhub is an equal opportunity employer. We welcome diversity and encourage a workplace that is just as diverse as the customers we serve. We evaluate qualified applicants without regard to race, color, religion, age, sex, sexual orientation, gender identity, national origin, disability, veteran status, and other legally protected characteristics. If you’re applying for a job in the U.S. and need a reasonable accommodation for any part of the employment process, please send an email to [email protected] and let us know the nature of your request and contact information. Please note that only those inquiries concerning a request for reasonable accommodation will be responded to from this email address.  

If you are a resident of the State of California and would like a copy of our CA privacy notice, please email [email protected].

HQ

Grubhub Chicago, Illinois, USA Office

222 W Merchandise Mart Plaza, Ste 800, Chicago, IL, United States, 60654

What you need to know about the Chicago Tech Scene

With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.

Key Facts About Chicago Tech

  • Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
  • Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
  • Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
  • Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory

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