Top Remote Legal Jobs in Chicago, IL

Own and scale the company’s global privacy and data protection program. Advise product, engineering, sales, marketing, security, and executives on privacy laws, data transfers, DPAs, AI governance, security commitments, incident response, and regulatory requirements. Manage privacy assessments, data inventories, notices, training, outside counsel, and vendor relationships. Partner with Security and GRC on audits, certifications, breach response, government requests, and customer obligations while building scalable processes and eventually a privacy team.

Leads and builds Tailscale’s global legal function, advising executives and cross-functional teams on corporate governance, product, privacy, data, security, intellectual property, employment, commercial, compliance, and international matters. Establishes legal strategy, processes, systems, and operating models; hires and develops the legal team; manages outside counsel; supports strategic transactions and partnerships; and translates complex legal and regulatory issues into practical business guidance.

Own and negotiate commercial agreements across customers, vendors, partners, marketplaces, technology, data protection, and confidentiality matters. Advise Sales and go-to-market teams on deal structure, risk, and contracting strategy. Build scalable templates, playbooks, approval processes, and self-service resources. Partner with Security, Privacy, Product, Engineering, Finance, and Operations on technology transactions, global matters, revenue considerations, and risk management. Improve contracting efficiency and support broader legal priorities.

Develops, licenses, and manages analytical tax, accounting, and legal content for professional customers. Responsibilities include researching tax law, legislation, regulations, and case law; writing and editing practical guidance; using generative AI to improve content workflows; recruiting authors and negotiating licensing agreements; and collaborating with editorial, product, technical, sales, and marketing teams. Requires a JD, CPA designation, significant accounting experience, and at least two years each of tax legal and accounting experience.

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.

Own the company’s legal and regulatory strategy across controlled-substance prescribing, telehealth practice, corporate structure, privacy, marketing, AI, litigation, workforce matters, payer contracts, and governance. Advise executives and the board, manage government inquiries and outside counsel, negotiate healthcare and commercial agreements, and build the legal function. The role requires deep healthcare and digital-health experience, including MSO and professional-corporation structures, HIPAA, healthcare fraud and abuse, consumer protection, employment law, and multi-state regulatory matters.

Serve as fractional Chief Legal Counsel/General Counsel advising alternative asset firms and family offices on securities law, fund formation, regulatory compliance, contracts, transactions, governance, litigation and vendor relationships. Lead fund structuring, investor negotiations, regulatory responses, training, policy development, and special projects while managing outside counsel and legal budgets across US and international jurisdictions.

Coordinates customer and vendor onboarding, export compliance for international hardware shipments, and review and negotiation of NDAs and Statements of Work. Maintains contract records, agreement trackers, renewal dates, and onboarding workflows while partnering with Corporate Counsel, Sales, Finance, Engineering, OEMs, and vendors. Escalates non-standard legal, compliance, and licensing issues and supports consistent contracting processes across technology reseller engagements.

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.

Leads commercial legal support for Mobility and Payments across the Americas. Advises executives and cross-functional teams, manages legal professionals and outside counsel, and drafts and negotiates complex commercial agreements. Supports product development from inception through launch, maintains product terms, manages risks and disputes, and contributes to M&A, RFPs, marketing review, process improvements, templates, and negotiation playbooks.

Negotiate delinquent accounts with law firms to secure reduced balances, extended payment terms, or lump-sum settlements. Review legal documents, manage escalated portfolios and client accounts, maintain attorney relationships, meet monthly settlement and compliance goals, and handle high-volume inbound/outbound calls to resolve lawsuits and prevent further legal action.

Build and maintain automated litigation calendaring rule sets by researching statutes, court rules, local rules, and standing orders. Monitor legal developments, update calculation logic, audit content, and resolve customer questions. Provide customer and partner training, create legal content, and assess ambiguous procedural requirements using sound legal judgment. The role requires a U.S. law license, litigation experience, strong legal research and writing skills, and proficiency translating complex legal rules into structured software logic.

Provides English-to-Turkish legal translation and editing for judiciary-related materials on an ongoing freelance basis. Responsibilities include accurately applying U.S. legal, judicial, and technical terminology, meeting deadlines, using computer-assisted translation tools, and accepting approximately 10–15 hours of assignments weekly. Applicants must be U.S. citizens and willing to complete security clearance processing, including fingerprinting.

Provides English-to-Polish legal translation and editing for judiciary-related materials on an ongoing, as-needed freelance basis. The role requires native-level Polish and English writing, strong U.S. legal and judicial terminology knowledge, computer-assisted translation experience, exceptional accuracy, organization, and deadline management. Candidates must be U.S. citizens, willing to undergo security clearance processing and fingerprinting, and generally available during Eastern Time weekdays for approximately 10–15 hours weekly.

Reviews AI-generated legal deposition transcripts against audio or video, correcting grammar, punctuation, formatting, terminology, speaker identification, and completeness. Conducts legal terminology research, applies transcription style guidelines, performs live data tagging, and meets deadlines while adapting to evolving AI transcription tools and workflows.

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.

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.

Provide corporate and commercial legal support for strategic partnerships, acquisitions, asset purchases, acqui-hires, and digital-asset transactions. Draft and negotiate commercial and transaction agreements, conduct legal due diligence, advise on regulatory and intellectual property issues, support partner integrations, and develop contracting processes and legal playbooks. Collaborate with business, product, senior stakeholders, and external counsel across multiple jurisdictions.

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 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.

Corporate Counsel will advise Prosper’s Capital Markets team on structured finance, secured lending, loan sales, servicing, credit facilities, securitizations, debt sales, and bank-partner agreements. Responsibilities include negotiating transaction and commercial documents, managing investor contract obligations, coordinating closings, supporting collections and recoveries, and advising on operational, marketing, and strategic matters. The role requires strong transactional judgment, collaboration, organization, and the ability to manage complex matters independently.

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.

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.

Manage Helix’s legal operations infrastructure, including request intake, workflows, SOPs, legal technology platforms, metrics, contract reviews, renewals, vendor coordination, outside counsel, IP docketing, and corporate filings. The role partners cross-functionally with legal, finance, procurement, and business leaders to improve processes, administer systems, triage matters, and maintain efficient, organized legal operations.