Top Senior Legal Jobs in Chicago, IL

Supports attorneys and business partners on complex legal matters involving insurance, healthcare, technology, AI, privacy, and operations. Conducts legal research, contract review, legislative monitoring, case management, document production, and knowledge management. Coordinates with outside counsel, analyzes legal requirements, recommends risk-mitigation strategies, manages legal projects, and improves legal processes while providing status updates and escalation support.

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.

Manages trademark clearance searches, USPTO prosecution filings and Office Action responses, portfolio deadlines, TTAB and enforcement support, and client and foreign associate communications. Maintains accurate docketing records, prepares search reports and infringement materials, and independently manages multiple client matters in a remote, technology-forward environment.

Provides product legal and regulatory counsel for PayPal checkout products across the Americas. Advises on consumer financial, privacy, and consumer protection laws; supports product design, disclosures, risk mitigation, compliance, and complex issue resolution. Partners with product, business, and international legal teams, manages legal risks, develops guidance and frameworks, and escalates high-stakes matters. The role requires an experienced payments or fintech attorney comfortable with ambiguity, emerging technologies, and fast-paced global collaboration.

Provide specialized legal advice, identify and mitigate legal risks, advise on compliance with laws and regulations, research regulatory developments, manage legal matters, and partner with business stakeholders and external counsel to support company strategy.

Supports three litigation attorneys by managing calendars, scheduling court appearances and case-related meetings, coordinating communications with courts and firm personnel, preparing correspondence and filing notices, and maintaining client files and case records. Tracks billing hours and assists with case preparation. Requires strong knowledge of legal procedures and court systems, advanced Microsoft Office and legal software skills, excellent organization, multitasking ability, time management, communication, and attention to detail.

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

Senior Legal Counsel serving as Kit’s sole in-house legal expert, advising on privacy, data, AI, compliance, product, intellectual property, commercial contracts, customer security requirements, and scalable legal operations. The role partners with executive, product, engineering, security, sales, finance, and people teams; develops playbooks and self-service processes; oversees GDPR and data compliance; supports security questionnaires; and reduces reliance on outside counsel.

Serve as Kit’s sole in-house legal expert, leading privacy, data, AI, compliance, product counsel, commercial contracts, intellectual property, and customer security support. Advise executive and cross-functional teams, oversee GDPR and data compliance, respond to security questionnaires, and create scalable legal playbooks, templates, intake processes, and self-service guidance. The role reduces reliance on outside counsel while enabling product development and business growth across SaaS, digital commerce, recommendations, and advertising.

Advise ads product, engineering, marketing, and sales teams on privacy, consumer protection, content regulation, and product development matters. Counsel the advertising business on GDPR, CCPA, international regulations, content policies, and risk management. Monitor regulatory trends and collaborate cross-functionally to support compliant ad-tech products and services.

Provides senior corporate, regulatory, commercial, healthcare, privacy, and intellectual property legal counsel. Drafts and negotiates customer, vendor, licensing, data use, and other business agreements; advises on product compliance, contracts, marketing materials, and risk strategies; manages legal projects and outside counsel; and supports federal, state, and industry compliance activities.

Owns regulatory filings, compliance calendars, KYC and AML processes, legal contract administration, corporate housekeeping, governance records, and investor reporting across UTOPIA’s fund manager and venture studio entities. Coordinates with outsourced compliance professionals, external counsel, regulators, administrators, and internal stakeholders to ensure obligations, filings, registers, and documentation remain accurate, complete, and timely.

Provide commercial and government-contracting legal support across the contract lifecycle, including drafting, negotiation, compliance, risk review, disputes, and contract administration. Advise on FAR, DFARS, procurement rules, state regulatory requirements, flow-down provisions, cybersecurity obligations, and government disclosures. Develop legal templates, playbooks, approval processes, and compliance procedures while partnering with Sales, Finance, Operations, Procurement, and Information Security in a remote, international environment.

Develop and refine AI-powered legal and contract workflows in collaboration with product, engineering, service delivery, and clients. Create training and enablement materials, monitor legal AI and contract automation markets, evaluate workflow quality, experiment with prompts and prototypes, and advise stakeholders on practical AI applications. The role requires transactional legal experience, hands-on use of legal AI tools, strong communication, and hybrid work in the New York City office three days per week.

Own the commercial contracting lifecycle across intake, drafting, negotiation, approvals, execution, and repository management. Administer and scale Ironclad workflows, templates, playbooks, permissions, reporting, migrations, and automation. Independently negotiate NDAs, prepare agreement markups, manage SLAs, coordinate cross-functional approvals, maintain contract data quality, and improve processes through workflow automation and AI tools.

Own the operational backbone of the Legal function, including intake, matter tracking, contract lifecycle management, corporate records, governance calendars, compliance administration, policy management, legal playbooks, outside-counsel coordination, and cross-functional legal projects. The role also manages legal technology, employee training, reporting, and support for privacy, security, AI governance, accessibility, SOC 2, and CMMC initiatives.

Leads complex data center, infrastructure, procurement, lease, colocation, facilities, and operations agreements for a global cloud platform. Negotiates transactions, advises cross-functional teams on risk and performance, supports international expansion, and develops scalable legal templates, playbooks, and approval frameworks. Requires substantial in-house infrastructure transaction experience, a J.D., and active U.S. bar admission.

Provides enterprise legal leadership and oversees compliance strategy, regulatory risk, governance, audit readiness, investigations, contracting, and executive reporting for a multi-state healthcare organization. Advises senior leadership and the board, translates healthcare regulations into operational guidance, manages outside counsel, and scales the legal and compliance function.

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 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.

Leads legal operations transformation and enablement, including legal technology architecture, AI-enabled workflows, contract lifecycle management, process optimization, metrics, vendor management, change management, and budgeting. Builds scalable contracting infrastructure, improves self-service and legal intake, reduces outside counsel reliance, partners with IT and enterprise teams on technology delivery, and manages legal operations staff while supporting commercial and procurement contracting.

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.

Manages commercial contract intake, triage, and negotiation within approved templates and playbooks. Partners with attorneys on complex matters, improves contracting processes and documentation, enables business teams, and drives legal technology initiatives. Owns CLM, repository reporting, AI adoption, templates, approval workflows, and multiple concurrent projects while coordinating with Sales, Finance, Revenue Operations, Privacy, and Business Systems.

Provides the company’s primary legal support across corporate, commercial, regulatory, contract, governance, compliance, employment, and risk matters. Advises the CEO and leadership, reviews and negotiates contracts and SLAs, manages statutory filings and corporate records, supports board documentation, coordinates external counsel, and assists HR, Finance, and Procurement with legal issues.

Provide legal support for commercialization and product development of an AI-powered ad tech platform: draft and negotiate commercial agreements, manage IP portfolio and complex IP litigation, advise on AI, data, and privacy matters, counsel product teams on compliance and IP protection, and develop automated legal workflows.