Paralegal

PerkSpot is searching for a Paralegal to join our Legal team! At PerkSpot, our mission goes beyond discounts—it’s about empowering employees everywhere to make smarter spending decisions so they can do more of what they love. We believe every dollar saved can become a stepping stone to a brighter future, whether that’s a special family vacation, a first home, or simply extra peace of mind. We are seeking a detail-oriented and proactive Paralegal with strong contracting and legal operations experience to support our Legal and cross-functional business teams. This role will focus on reviewing, organizing, and managing a high volume of commercial agreements while ensuring compliance with company policies and applicable laws. This position is required to be in the office 3 days a week on Tuesday, Wednesday, and Thursday. Our office is located in the Merchandise Mart in downtown Chicago, IL. What you’ll accomplish: Contract Management Review and revise a variety of commercial agreements, including: NDAs Vendor agreements Customer agreements SaaS agreements Statements of Work (SOWs) Amendments and addenda Identify and elevate legal risks or non-standard terms to counsel. Ensure contracts align with internal policies and risk thresholds. Track contract status, key dates, renewals, and termination deadlines. Maintain accurate contract records and version control within Salesforce. Support audits and due diligence requests. Cross-Functional Collaboration Partner with Sales, Finance, HR, Procurement, and Operations teams to facilitate timely contract execution. Provide guidance on contract process and documentation requirements. Support process improvements and standardization efforts. Compliance & Governance Assist with corporate governance documentation and recordkeeping. Ensure compliance with regulatory and internal documentation requirements. Support legal research and special projects as needed. What we’re looking for: Bachelor’s degree or equivalent experience Paralegal certificate preferred. 3-5 years of paralegal experience with significant contract review and redlining experience. Strong knowledge of commercial contract structures and common legal terms. Experience working in-house or with corporate transactional matters. Exceptional attention to detail and organizational skills. Ability to manage multiple deadlines independently. Preferred Skills & Qualifications: Experience supporting a SaaS or technology company. Familiarity with Salesforce, Jira, and AI such as ChatGPT, Claude, Harvey, or GC.AI is strongly preferred. Experience with data privacy or compliance documentation. Experience with cross-border matters in Canada, Mexico, and/or the UK. Skills & Competencies Strong written and verbal communication skills Sound judgment and ability to identify legal risk Process-oriented with a continuous improvement mindset High level of discretion and professionalism Ability to work collaboratively across departments The pay PerkSpot offers competitive industry rate salaries with the goal of retaining and growing talented individuals. The base salary range for this position is $90,000 - $110,000 plus a $2,000 annual bonus. The perks and benefits Competitive salary, matching 401K, and company paid disability. Comprehensive medical, dental, and vision insurance is effective on your first day of employment. Time off is required. We encourage employees to take 20 days off each year. Plus, we offer 8 paid company holidays and our office is closed from Christmas Eve through New Year's Day. Summer Fridays are observed between Memorial Day and Labor Day every year. We close at 1 pm the day prior to each company holiday as “holiday eve.” Paid Sabbatical for up to 3 months to employees at 5 years and 10 years of service. Monthly transportation stipend and free lunch every Wednesday. Regular outings, virtual events, and community-interest Slack channels. How to apply All applications will be kept strictly confidential. Please submit a resume and cover letter telling us how you stack up to the qualifications, plus any other relevant information. All positions require a full background screening. PerkSpot is an equal opportunity employer. Offering a diverse, equitable, and inclusive work environment is a priority at PerkSpot. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, or national origin, disability or protected veteran status, or any other legally protected basis, in accordance with applicable law. #J-18808-Ljbffr