Commercial Counsel

Chicago Corporate
200 W Monroe St
Suite 1500
Chicago, IL 60606, USA

With more than 25 years in business, The Parking Spot has grown into the largest near‑airport parking company in the United States with over 2,000 valued team members across more than 40 locations nationwide. We pride ourselves on offering an Employee Ownership Program, giving every team member a direct financial stake in The Parking Spot’s success. As employee owners, each of us plays a part in providing exceptional service to our guests across the country.

What makes working at The Parking Spot so special? We’ve built a culture of support, fun, and camaraderie that empowers us to be the most innovative company in the parking industry. As a nationwide business with a small‑business feel, there are endless opportunities to grow your career. Come join us and see how we leverage people and technology to deliver a superior product, outshine our competition, and find creative solutions to everyday problems.

• Hybrid work environment
• Career development and growth opportunities
• Exposure to all areas of the business
• Great benefits including Medical, Vision, Dental, and a 401k plan
• Team‑oriented, fun, and friendly work environment
• Immediate opportunity to make a large impact

Our offices are based in the heart of the Loop in downtown Chicago, but we are pleased to note that our Chicago office is operating on a hybrid work model (mix of in‑office and remote work).

The Parking Spot’s Legal Department handles day‑to‑day legal matters for the Company, including contract drafting, review, and negotiations; corporate controls and procedures; corporate governance and compliance; dispute resolution; insurance claim management; litigation; and mergers and acquisitions. The Commercial Counsel works closely with each department, handling transactional and commercial legal matters related to the operation of the Company and advising on corporate and jurisdictional legal issues affecting the national parking organization, including ownership, management, leasing, and operation of The Parking Spot’s facilities.

This role reports to the General Counsel and Chief Regulatory Officer.

• Negotiate and implement complex legal agreements, including Sales Agreements, Asset Management Agreements, IT Agreements, Marketing Agreements, Master Service Agreements, Statements of Work, and Construction Agreements.
• Lead and optimize the contract lifecycle management process, including template maintenance, approval workflows, obligation tracking, and process automation.
• Support implementation, configuration, and continuous improvement of CLM tools/systems.
• Develop and refine contract templates, playbooks, and negotiation guidelines.
• Conduct training sessions for business teams on contracting best practices, processes, and tool usage.
• Negotiate and implement commercial leasing agreements.
• Advise on legal rights and obligations relating to all Company legal agreements.
• Advise on environmental issues related to real estate.
• Advise on zoning and land use issues related to real estate.
• Assist in Mergers and Acquisitions related transactions and related due diligence.
• Develop and own execution of role‑specific department critical initiatives.
• Independently and consistently deliver top‑quality work product on highly sophisticated and diverse tasks.
• Negotiate, draft, and review a wide variety of complex commercial agreements, permits, and licenses.
• Supervise outside counsel’s work in support of transactional matters.
• Support strategic projects and other tasks or responsibilities assigned by the General Counsel and Associate General Counsel.

• Bar admission in any jurisdiction with good standing.
• Minimum 3 years general corporate and transactional experience at a law firm and/or in‑house legal department.
• Experience drafting and negotiating complex commercial agreements while shepherding those agreements through the deal lifecycle, providing business‑focused legal advice on federal and state laws and ensuring requisite internal policies and procedures are followed.
• Experience drafting and negotiating commercial real…