Top Senior Legal Jobs in Chicago, IL

Provide expert legal support for global data center client contracts, focusing on complex commercial leases, triple-net leases, service agreements and gigawatt campus projects. Negotiate and draft contracts, manage contractual risk and compliance, advise leadership, support cross-functional stakeholders worldwide, and develop contract templates and procedures to improve efficiency.

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.

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.

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.

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.

Provide business-oriented legal guidance on U.S. broker-dealer regulation, digital assets, payments, privacy, product launches, marketing, onboarding, regulatory engagement, agreements, policies, and disputes. Monitor SEC, FINRA, CFTC, FinCEN, and OFAC developments; conduct legal research; advise cross-functional teams; and manage litigation, arbitration, outside counsel, claims, and discovery.

Provide hands-on legal and compliance support: draft, review, negotiate, and manage contracts; maintain corporate governance and entity records; support FINRA/SEC/MSRB compliance, regulatory exams, and legal operations technology and workflows.

Review and edit deposition transcripts for grammar, formatting, legal accuracy, consistency, confidentiality, and compliance with company and industry standards. Communicate effectively with internal teams, manage multiple assignments independently, and deliver polished transcripts reliably and on time as a remote 1099 contractor. Familiarity with AI transcription platforms is beneficial, and training is provided on proprietary software.

Provide legal advice on technology and procurement matters, focusing on AI, cloud, SaaS, licensing, distributed ledger, and product development. Draft and update templates, negotiate complex technology agreements, support cross-functional teams and governance committees, and advise on regulatory developments affecting technology procurement across multiple jurisdictions.

Provide commercial transactional legal support for large, complex merchant and partner deals globally. Negotiate and draft multinational agreements, advise sales and cross-functional teams on payments, licensing, and regulatory risk, manage deal closings, ensure compliance, escalate high-stakes issues, and develop risk management frameworks to protect PayPal's legal interests.

Provide legal guidance on global payment processing, fintech regulation, money movement, licensing, compliance, and digital innovation. Draft and negotiate agreements with payment providers, banks, card networks, vendors, and partners. Advise on KYC/KYB, AML, sanctions, entity structuring, market expansion, chargebacks, settlements, reserves, and emerging technologies. Collaborate with product, technology, operations, and management teams to launch compliant payment products and address legal risks.

Provide legal guidance on a variety of commercial and regulatory matters, with a focus on drug information and healthcare solutions. Manage outside counsel and counsel on compliance with HIPAA, GDPR, and healthcare laws.

Lead a remote library and research team delivering legal, regulatory, and competitive research to attorneys. Oversee client relationships, implement research workflows and tools, govern digital resources, champion adoption of AI-powered legal technologies, and manage projects, budgets, vendors, and staff development to ensure timely, accurate insights.

The Legal Assistant will support lawyers in a corporate legal team by managing tasks, ensuring organization, and preparing documents. Responsibilities include administrative tasks and legal document preparation.

Manage a litigation portfolio focused on single-plaintiff consumer finance matters, including FCRA, FDCPA, TCPA, and state consumer protection claims. Supervise outside counsel, support regulatory investigations, conduct legal research, advise business stakeholders on litigation and compliance risks, oversee subpoenas and legal holds, develop risk mitigation strategies, monitor litigation metrics, and provide training. The role requires practical guidance across student loan servicing operations and evolving federal and state legal requirements.

The Legal Operations Director will streamline legal processes, oversee legal technology, and enhance operational performance through strategic initiatives and metrics analysis.

Manage day-to-day Legal Department operations, implement processes and workflows, drive process improvements and metrics, coordinate onboarding/training, manage vendor and financial support, maintain knowledge repositories and collaboration sites, support legal technology adoption, and coordinate meetings, logistics, and departmental projects to enable efficient legal services delivery.

Leads commercial, privacy, and product legal functions for a cloud technology company. Drafts and negotiates complex SaaS, partnership, reseller, and technology agreements; advises on global privacy, data protection, AI, intellectual property, and product development issues; develops contracting processes and playbooks; partners with cross-functional teams; and manages, mentors, and develops legal professionals.

Provide strategic employment law advice across multiple jurisdictions; lead complex advisory and contentious employee matters; implement scalable legal solutions; drive cross-functional initiatives; build team knowledge resources and governance; manage external local counsel and oversee complex employment projects.

Provide strategic employment law advice across the employee lifecycle, lead internal investigations, manage employment litigation and agency charges, support regulatory and policy compliance, advise on workforce transformations and executive employment matters, deliver training, and partner with HR, Compliance, and senior leaders to mitigate employment-related risk for a large, complex organization.

Provide commercial legal support for sales, finance, product, and engineering: draft, review, and negotiate SaaS, partner, vendor, and NDAs; identify data, IP, and privacy risks; build templates and playbooks; use AI-assisted contract tools to streamline workflows; coordinate with data acquisition, product, and privacy teams.

The Legal Editor - Business Transactions will review resources related to M&A, focusing on corporate governance and improving legal service efficiency.

Part-time senior in-house counsel supporting NORAM (with EMEA backup): draft, review, and negotiate commercial SaaS contracts; advise on GDPR/UK GDPR/CCPA privacy; manage IP and trademark issues; develop templates and playbooks; deliver legal training; balance legal risk with commercial objectives and support sales and customer success teams.

Engage qualified lawyers or law firms in Samoa and Mexico to prepare a corporate due-diligence legal opinion (Chinese preferred, English acceptable). The opinion must cover corporate particulars, shareholding structure, historical changes, investments/assets/personnel, business compliance, taxation, litigation/penalties, and any other material matters. Provide proposal, estimated timeline, and list of documents required.