Chicago, IL

About Tock

Tock (a wholly-owned subsidiary of Squarespace) is the only all-in-one system for reservations, takeout, delivery, and events. Tock is changing the way restaurants, wineries, and culinary event organizers run their business and how guests explore, discover, and book at these places all around the globe.

About Squarespace

Squarespace makes beautiful products to help people with creative ideas succeed. By blending elegant design and sophisticated engineering, we empower millions of people — from individuals and local artists to entrepreneurs shaping the world's most iconic businesses — to share their stories with the world. Squarespace's team of more than 1,200 is headquartered in downtown New York City, with offices in Dublin, Los Angeles and Portland. For more information, visit

Tock’s explosive growth:

  • Awarded Fast Company's "Most Innovative Companies" for 2021
  • Awarded Built In’s “2021 Best Places to Work”
  • Awarded America’s Hottest Brands of 2020 by AdAge
  • Announced an exclusive partnership and integration with Chase Pay & Ultimate Rewards and WineDirect
  • Won Chicago Tribune's "Game Changer" Award for industry innovation
  • Reached a global customer base of 30 countries operating in 200+ cities
  • Processed over $1 billion in prepaid reservations
  • Featured in: New York Times, Bloomberg, GQ, Vice, Wired, Food & Wine, Eater, Skift Table, Chicago Tribune, Crain's Chicago Business, New York Post, and more
  • Named one of 2019's 50 Startups to Watch

About the position

Squarespace and Tock are seeking a versatile Chicago-based counsel to join our Legal team. As a key part of the fast-growing global organization, this person will have the opportunity to work across subject matters on a range of legal and business issues. You will serve as a strategic advisor to Tock, and provide general legal advice and support across Tock’s business functions, as well as working on Squarespace projects


  • Draft, review and negotiate a variety of complex commercial contracts (including sales, software, partnership, marketing and related vendor agreements)
  • Provide advice on legal issues to all levels of business teams, up to and including senior executives
  • Provide creative, flexible and proactive advice on a broad range of compliance areas for multiple jurisdictions, such as consumer law, privacy, product and e-commerce
  • Multi-task in a fast-paced environment and meet short deadlines
  • Identify and evaluate business and legal risks, and find solutions to mitigate those risks
  • Help build, administer and improve upon scalable and effective processes and best practices for Tock’s sales workflow (including contract automation, trainings, contract templates and playbooks)
  • Provide support on a variety of other legal topics depending on your background and interest
  • Work flexibly and creatively to own ad-hoc projects
  • Collaborate with, and periodically travel to, our other offices


  • 3+ years of relevant experience
  • Strong negotiation and drafting skills; previous experience working with a sales function
  • Previous in-house experience is a plus
  • Self-starter with great judgment, commercial and solution-based outlook with the ability to work well both independently and collaboratively
  • Excellent interpersonal, written and oral communication skills
  • Flexibility and creativity in solving problems and dealing with ambiguity
  • Strong interest in learning new areas of law and business
  • Admitted to and in good standing with at least one state bar

Benefits & Perks

  • Health insurance with 100% premium covered for you and your dependent children
  • Flexible vacation & paid time off
  • Up to 20 weeks of paid family leave
  • Equity plan for all employees
  • Retirement benefits with employer match
  • Fertility and adoption benefits
  • Free snacks in Chicago office
  • Education reimbursement
  • Commuter benefit in the form of reduced tax (Ireland) and pretax (US)

Today, more than a million people around the globe use Squarespace to share different perspectives and experiences with the world. Not only do we embrace and celebrate the diversity of our customer base, but we also strive for the same in our employees. At Squarespace, we are committed to equal employment opportunity regardless of race, color, ethnicity, ancestry, religion, national origin, gender, sex, gender identity or expression, sexual orientation, age, citizenship, marital or parental status, disability, veteran status, or other class protected by applicable law. We are proud to be an equal opportunity workplace.