Top Senior Legal Jobs in Chicago, IL

Provide legal support for technology transactions across the firm: draft, structure, and negotiate tech agreements (SaaS, cloud, AI, data, IP), lead diligence for investments/acquisitions, advise on regulatory and outsourcing matters, coordinate cross-functional stakeholders, and manage multiple complex matters while delivering clear legal advice to business and senior executives.

Advise ZS stakeholders and project teams on U.S. healthcare regulatory matters, including HIPAA, Anti-Kickback, Stark, False Claims Act, and FDA requirements. Draft, review, and negotiate regulatory provisions in services, vendor, and licensing agreements; evaluate legal and compliance risks; investigate and resolve legal issues; and recommend actions for proposed services. The role requires collaboration with commercial attorneys, compliance professionals, business leaders, and client teams.

Advise retail banking Savings and Marketing teams on products, marketing strategy, legal risks, policies, customer communications, litigation, compliance, and third-party relationships. Partner with Compliance, Risk, Legal, and business stakeholders; coordinate outside counsel; assess complex regulatory issues; and provide strategic business counsel while managing multiple priorities.

The Lead Legal Engineer will lead complex client engagements, manage a team of Legal Engineers, and drive adoption of AI-powered legal solutions.

Serve as a senior legal partner to Gong’s go-to-market organization. Lead complex enterprise SaaS, AI, licensing, professional services, and strategic commercial negotiations; advise Sales and business leaders on legal risk and deal strategy; develop contracting templates and playbooks; improve legal processes; collaborate cross-functionally; and mentor junior lawyers.

Provide strategic legal and regulatory counsel on PBM compliance, market conduct exams, investigations and enforcement. Advise internal business partners, coordinate audits and examinations, manage multiple legal issues, and collaborate with outside counsel and cross-functional teams to mitigate legal and business risk in a regulated healthcare environment.

Provides strategic employment-law counsel across the Americas, advising People, Employee Relations, investigations, and business teams on sensitive employee matters, executive issues, reorganizations, reductions in force, workforce strategy, and organizational change. Oversees employment litigation and agency matters, manages outside counsel, assesses legal and reputational risks, develops compliance and risk-management approaches, delivers employment-law training, and advises on practical solutions aligned with business objectives.

Provide senior legal counsel for trading and treasury functions across US and London/EUR markets. Lead negotiations on prime brokerage, ISDA/CSA, securities lending, repurchase, and banking documentation. Advise on regulatory compliance for transaction reporting, clearing, margin, custody, and collateral. Partner with Risk, Treasury, and business teams and manage cross-functional projects.

Part-time corporate paralegal supporting global legal on entity maintenance, contract management and review, records management, litigation support, eDiscovery, transaction due diligence, invoicing, electronic signatures, and notary duties. Works on projects to simplify entity structure and streamlines legal operations, reporting to General Counsel.

Leads intellectual property strategy for Mars Snacking technologies, including global patent prosecution, freedom-to-operate analyses, portfolio development, trade secret counseling, and IP contract negotiation. Partners with R&D, Marketing, Innovation, Commercial, and Legal teams; manages outside counsel; advises on patent risks and technology launches; supports competitive intelligence, transactions, and IP training.

Provides strategic legal leadership for PayPal’s U.S. federal and state financial-services regulatory relationships. Serves as primary counsel to supervisory authorities and advises executives on regulatory risk, product approvals, legislative developments, examinations, and enforcement matters. Leads regulatory strategy across payments, money transmission, consumer financial protection, BSA/AML, and electronic funds transfers. Manages and develops a team of regulatory attorneys, collaborates with compliance and risk functions, and represents PayPal before regulators and industry groups.

Lead and operationalize responses to subpoenas and eDiscovery demands; manage the end-to-end eDiscovery lifecycle; coordinate internal and external stakeholders; draft and improve policies and processes for customer data requests; monitor legal and regulatory developments; and act as project manager to drive litigation operations and legal tech–driven workflow improvements.

Serve as lead commercial counsel for the go-to-market organization, negotiating complex enterprise, strategic, partnership, SaaS, PaaS, IaaS, and AI agreements. Advise sales and business stakeholders on risk, regulatory, privacy, and commercial issues; build scalable legal processes, templates, playbooks, risk frameworks, CLM tools, and AI-enabled workflows; support quote-to-cash automation; and partner with senior leaders on strategic initiatives.

Provides comprehensive administrative and litigation support to attorneys, including document preparation, court e-filing, discovery, trial preparation, docket monitoring, case-file management, scheduling, travel coordination, client communication, billing support, expense reporting, and time entry. Maintains confidentiality, manages competing priorities, and supports legal teams in a high-pressure environment.

Provides senior legal counsel on AI, product development, marketing, legal technology, technology transactions, and emerging regulations. Advises Product, Engineering, Marketing, Partner, Customer Success, and Strategy teams; drafts policies and agreement terms; negotiates vendor, open-source, collaboration, and customer agreements; supports product launches and go-to-market strategies; and translates complex AI laws into practical business guidance.

Own commercial legal work, including drafting and negotiating enterprise technology agreements, SaaS licenses, partnerships, reseller arrangements, procurement contracts, and data processing agreements. Advise on AI product terms, data rights, intellectual property, cybersecurity testing permissions, liability, and risk allocation. Partner with Sales, Finance, Product, Engineering, and Security, while building scalable legal processes, templates, playbooks, and training. The role requires independently leading complex negotiations and supporting a growing technology startup.

Evaluate AI-generated legal and compliance work products, including documents, spreadsheets, and slide decks, against domain-specific quality rubrics. Assess accuracy, rigor, factual correctness, aesthetics, and presentation quality, then provide clear, structured written feedback. This is a fully remote, hourly independent-contractor engagement with flexible scheduling and weekly payments.

Provides legal counsel to Syngenta’s NAJAK Vegetable Seeds business on commercial transactions, contracts, intellectual property, competition law, litigation, compliance, and strategic projects. Leads US real estate legal matters and serves as US Data Privacy Officer. Drafts and negotiates agreements, coordinates cross-functional legal support, advises on commercial relationships, and delivers legal compliance training.

Manage Life360’s patent and trademark portfolios, including prosecution, enforcement, and outside counsel relationships. Advise on intellectual property matters involving patents, trademarks, trade secrets, licensing, open-source software, product development, and commercial transactions. Draft and negotiate IP-related agreements, support M&A due diligence, review marketing materials for compliance, and counsel cross-functional teams on strategic IP risks and opportunities.

Owns the end-to-end contract and legal document lifecycle, including maintaining MSAs and templates, redlining routine agreements, managing document control and data rooms, coordinating due diligence, tracking renewals, and supporting contract execution. Drafts investor, equity, trademark, and corporate filing documents while serving as an internal legal and paralegal resource. Partners with Finance, Compliance, Sales, People Operations, leadership, and outside counsel, escalating higher-risk legal matters as needed.

Provide legal guidance on healthcare regulatory matters and commercial contracting for payor and clinical partnerships. Advise on corporate practice of medicine, fraud and abuse, telehealth, HIPAA, Medicare/Medicaid, AI clinical governance, and negotiate provider, payor, and commercial agreements to enable compliant growth.

Own and operate Arctic Wolf’s global privacy program across multiple jurisdictions. Develop privacy policies, data maps, assessments, and compliance processes; advise Product and Engineering on privacy by design; support incident response, data subject requests, commercial agreements, and regulatory inquiries. Manage outside counsel and privacy vendors while providing practical guidance, training, and scalable playbooks.

Leads legal operations, corporate governance, entity management, securities compliance, transaction support, contract workflows, legal technology, and compliance initiatives. Oversees legal operations teams, Board and committee materials, corporate records, filings, document systems, and process improvements. Partners with executive leadership, Finance, HR, and external counsel to build scalable legal department processes.

Advise ClassPass and Playlist on product compliance throughout the development lifecycle, focusing on consumer protection, AI regulation, privacy, data protection, marketing, and platform regulations. Partner with Product, Design, Engineering, Security, sales, marketing, and operations teams; monitor global regulatory developments; maintain privacy records and assessments; draft policies and agreements; support negotiations, M&A, training, and other legal projects.

Provide strategic legal and regulatory advice on U.S. employment law, employee benefits (including ERISA), and compensation. Counsel business and HR leaders on employee relations, performance management, leaves, wage-and-hour, pay equity, contingent workers, immigration, investigations, M&A and outsourcing. Serve as subject-matter expert, manage legal risk, instruct external counsel, and support enterprise-wide initiatives while implementing improvements and advising senior leadership.