Top Legal Jobs in Ottawa

Leads legal operations initiatives, including metrics, dashboards, reporting, workflow redesign, intake management, and AI-assisted automation. The role improves scalable legal processes, manages team queues, supports contract review workflows, and partners cross-functionally to deliver operational efficiencies. It requires 5+ years of relevant operations, analytical, or technical experience, strong project management and communication skills, and hands-on experience with generative AI and legal operations tools.

Provides practical legal advice on commercial contracts, regulatory compliance, data privacy, employment matters, and vendor and sales agreements. Drafts and negotiates SaaS, technology, consulting, and service contracts; supports procurement, sales, and HR teams; monitors global legal developments; and advises on compliance. Leads adoption of automation, AI, and legal technology to improve legal operations and supports scalable processes for a fully remote technology company.

Provides legal advice and transaction support for project, infrastructure, acquisition, and structured finance. Drafts and negotiates complex financing and security documents, advises on risk allocation and lender protections, manages due diligence, supervises external counsel, and supports syndicated transactions. The role also develops legal precedents, processes, training, and guidance while helping establish FCC’s Project Finance business line.

Leads Legal Innovation & Operations strategy, including legal technology roadmaps, systems optimization, automation and AI initiatives. Oversees CLM, eBilling, knowledge management, and workflow platforms; manages budgets, vendors, and third-party spend; and delivers cross-functional projects with Legal, IT, Finance, Policy, and business teams. The role translates business needs into technology solutions and drives operational excellence through process improvement and data-driven insights.

Analyzes complex financial and business data, develops KPI reports and dashboards, and translates findings into polished visual narratives and presentations. The role supports senior leadership decision-making, presents insights to nontechnical stakeholders, manages competing analytical requests, and collaborates with Finance, BI, legal, marketing, and HR teams. It requires advanced Excel and PowerPoint proficiency, data visualization experience, strong communication skills, and at least four years of related experience.

Analyzes legal billing rates, alternative fee arrangements, matter profitability, client performance, and pricing trends. Develops pricing proposals, budgets, profitability models, reports, and recommendations for attorneys and firm management. Maintains pricing databases, audits fee arrangements, collaborates with project performance and other departments, and performs ad hoc financial analyses.

The Legal Technology and AI Attorney applies restructuring expertise to identify, evaluate, and implement AI-enabled tools, automation, knowledge resources, and technology-supported workflows. The role develops templates, playbooks, guidance, and practice-support systems; pilots emerging technologies; trains attorneys and staff; and collaborates with legal, technology, research, and administrative teams to improve efficiency, consistency, and scalability in restructuring matters.

The Legal Technology and AI Attorney will support the Investment Funds practice by identifying, designing, testing, and implementing AI-enabled legal workflows, automation tools, prompt libraries, and knowledge management resources. The role combines transactional legal expertise with technology experimentation, vendor collaboration, attorney training, template and precedent management, and development of practical guidance for lawyers and AI-assisted systems. Candidates must be licensed attorneys with 3–5 years of Investment Funds or related transactional experience and demonstrated interest in technology and workflow design.

Transactional attorney supporting M&A and Private Equity practices by identifying, evaluating, and implementing AI-enabled tools, document automation, prompt libraries, and knowledge workflows. The role enhances drafting resources, precedents, and knowledge infrastructure; analyzes market practice and legal materials; trains attorneys and staff; and translates legal judgment into scalable technology solutions. Requires at least four years of M&A or Private Equity experience, legal admission, strong communication skills, and interest or experience in workflow design, technology building, or process improvement.

Supports litigation teams by evaluating, configuring, and implementing AI and legal technology workflows. Develops prompts, AI-assisted research and drafting processes, litigation analytics solutions, governance frameworks, training materials, and best practices. Collaborates with attorneys, IT, Information Security, and Knowledge Management to improve document analysis, legal research, case preparation, and technology adoption.

Attorney supporting the intersection of technology, AI, and legal practice. Responsibilities include identifying AI and automation opportunities, evaluating and implementing legal technology tools, designing workflows, maintaining knowledge assets, analyzing legal work product, training attorneys and staff, and advising Tech & Innovation lawyers. The role requires at least four years of technology-focused legal experience, bar admission, strong communication skills, and an interest in workflow design, tool development, or process improvement.

Provide hands-on corporate and commercial legal support to super{set} and its portfolio companies. Responsibilities include company formation, governance, contracts, financings, equity administration, privacy and AI-related matters, compliance coordination, and legal operations. The role independently manages routine-to-moderate matters, coordinates with outside counsel, maintains records, and improves templates, workflows, and playbooks while escalating complex issues appropriately.

Own and negotiate commercial agreements, advise Sales and business teams on deal structure and risk, and develop scalable contracting processes. Partner with Security, Privacy, Product, Engineering, Finance, and Operations on technology transactions, data protection, AI, pricing, and revenue matters. Support international transactions, improve negotiation efficiency through metrics and processes, coordinate outside counsel, and contribute to the growth of Tailscale’s commercial legal function.

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

Leads enterprise technology strategy, delivery, and transformation across Finance, FinTech, Legal, and Risk. Oversees product platforms, Agile and DevOps adoption, AI and data initiatives, digital transformation, change management, vendor partnerships, governance, and technology operations. Partners with executive stakeholders to align global priorities, integrate platforms, manage dependencies, and deliver scalable, secure, value-driven outcomes across a federated enterprise technology organization.

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.

Provide hands-on legal and regulatory advice across crypto, payments, securities and AML; partner with product, compliance and leadership to launch products, lead regulatory initiatives, draft commercial agreements, and improve legal processes using AI and automation.

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.

Owns day-to-day legal, regulatory, and compliance execution across Utopia Studio and Utopia Capital. Responsibilities include managing QFCRA and fund filing calendars, coordinating investor reporting, conducting KYC and AML checks, maintaining compliance registers, supporting audits, administering contracts, coordinating external counsel, and keeping corporate, governance, licensing, and statutory records accurate and current. The role reports to the COO and works with finance, operations, external compliance providers, counsel, and company leadership.

Review and assess public sector, legal, and go-to-market documents, providing structured feedback focused on quality, accuracy, relevance, and adherence to guidelines. The role requires strong analytical, written communication, document review, and attention-to-detail skills. It is a fully remote independent contractor position with flexible scheduling and weekly payments, open to applicants in the United States, Europe, the UK, and Canada.

Designs, builds, and deploys production AI solutions for legal and compliance workflows. Partners with legal stakeholders to develop LLM, RAG, agentic AI, document-processing, search, evaluation, governance, security, and compliance applications. Writes tested Python or TypeScript code, manages AI infrastructure and deployment, establishes quality frameworks, and mentors legal users on no-code AI solutions while collaborating with IT and data teams.

Reviews and evaluates legal, commercial, compliance, and contract documents for accuracy, completeness, clarity, risks, and adherence to standards. Provides structured, objective feedback and recommendations using professional judgment and established guidelines. Requires independent remote work, strong analytical and communication skills, attention to detail, and familiarity with commercial agreements, compliance materials, and document review.

Review and evaluate legal, grant, ESG, policy, and compliance documents for accuracy, quality, completeness, clarity, and relevance. Provide structured feedback, identify errors and compliance concerns, compare outputs against standards, and document recommendations. Work independently on flexible, fully remote evaluation projects using professional judgment and established guidelines.

Lead BEC Legal Systems with full P&L ownership, setting strategy and driving profitable growth. Oversee cross-functional teams across product, sales, marketing, support, and operations while improving customer retention, operational scalability, and market position. The President will manage recurring-revenue performance, talent development, stakeholder communication, and potential mergers and integrations within the Legal Tech business.

Provide day-to-day corporate and commercial legal support, including drafting, reviewing, and negotiating contracts. Manage cross-border matters involving the US, UK, and EU; independently handle routine legal issues; build legal processes; and coordinate external counsel for complex or jurisdiction-specific matters. Provide practical, commercially minded advice to the business.