Commercial Counsel

Company: The Parking Spot
Location: Chicago
Posted on: February 13, 2026

Job Description:

Job Description Job Description 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 over 40 locations nationwide. We are proud to offer an Employee Ownership Program, allowing every team member the opportunity to receive a direct financial stake in The Parking Spot’s success. As employee owners, every one 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 within The Parking Spot 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 and innovative solutions to everyday problems. Salary: $130,000 - $145,000 What we offer: Participation in and financial benefit from our shared employee ownership program Hybrid work experience in downtown Chicago Career development and growth opportunities Ability to gain exposure to all areas of the business Great benefits including Medical, Vision, Dental and a 401k plan Annual discretionary bonus program 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). Position Summary: The Parking Spot’s Legal Department is responsible for handling day-to-day legal matters for the Company including contract drafting/review/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 and is responsible for transactional and commercial legal matters relating to the operation of the Company and acts as a key legal advisor on corporate and jurisdictional legal issues affecting national parking organization including owning, managing, leasing, and operating The Parking Spot’s national facilities. This role reports to the General Counsel and Chief Regulatory Officer. Key Responsibilities: • Negotiate and implement complex legal agreements including: Sales Agreements; Asset Management Agreements; Information Technology Agreements; Marketing Agreements; Master Service Agreements and 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 diligence. • Develops and owns execution of role-specific department critical initiatives. • Independently and consistently delivers 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. • Supporting strategic projects and other tasks or responsibilities assigned by the General Counsel and Associate General Counsel. Knowledge, Skills & Experience Required: • 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, provide business-focused legal advice on federal and state laws and ensure the requisite internal policies and procedures are followed. • Experience drafting and negotiating commercial real estate transactions and advising on real estate legal issues including land use and environmental compliance and obligations. • Exposure to corporate governance compliance and procedures. • Demonstrated ability to independently manage a diverse and complex workload while maintaining priorities and proactively anticipating issues. • Experience working independently and cross-functionally. • Experience prioritizing work and proven record of business acumen and solution orientation. • Problem-solving, communication and interpersonal skills. • Sound and practical business judgment. • Ability to work collaboratively and creatively in various team environments. • Ability to organize, prioritize and manage a high-volume workload in a fast-paced environment. • Experience with contract lifecycle management systems preferred. ______ Any disclosed pay range is based on a consideration of neutral factors and criteria such as required qualifications, experience, education, skill, training, certifications, seniority, etc. The Parking Spot reserves the right to offer the selected candidate or applicant a salary at an appropriate level to be set and determined by the employer that is commensurate with the applicant’s qualifications, experience, education, skill, training, certifications, or seniority. At The Parking Spot, we don’t just accept difference - we celebrate and seek it. We believe a diverse, inclusive, and equitable company is one where all employees, partners, and customers are welcome, supported, and valued. As a company in the travel industry, we witness the power of bringing individuals from different backgrounds and communities together. We treat all others with dignity and respect and stand firmly against racism and discrimination in any form. We intentionally develop diverse teams and relationships to ensure all voices are heard and to foster equal opportunity for all. We are committed to listening, learning, and growing because we know that our work is never done.

Keywords: The Parking Spot, Elkhart , Commercial Counsel, Legal , Chicago, Indiana