About The RoleWe are looking for a Contracts and Compliance Specialist to join our legal team, reporting directly to the General Counsel. This role combines substantive legal work with operational ownership across contract management, compliance operations, insurance coordination, and policy development. The Specialist will lead day-to-day legal operations, own their work product, and collaborate with the General Counsel on higher-complexity matters.ResponsibilitiesContract Review and NegotiationReview, redline, and negotiate NDAs and other low-to-moderate-risk commercial contracts, escalating higher-risk issues to the General Counsel with clear analysis and recommended positionsMaintain and improve contract templates, playbooks, and clause librariesTrack contract status and deadlines, ensuring timely execution and renewalClient Compliance and Vendor ManagementServe as the primary point of contact for client procurement compliance requirements, including vendor onboarding questionnaires, recertifications, and audit requestsDevelop and maintain response templates and internal policies that enable productive responses to compliance requestsDesign repeatable processes for triaging, tracking, and completing compliance requests within required timelinesSupport corporate compliance initiatives, including regulatory monitoring and policy implementation, in partnership with the General CounselInsurance CoordinationReview insurance requirements in client contracts and confirm appropriate coverage types and limitsCoordinate with brokers to obtain and distribute certificates of insurance and policy endorsements as required by client agreementsFlag coverage gaps or unusual requirements for General Counsel reviewPolicy Development and Legal OperationsDraft, revise, and maintain internal policies across areas such as data privacy, information security, acceptable use,



and workplace conduct for General Counsel reviewCollaborate with cross-functional stakeholders to ensure policies are practical and enforceableSupport other legal operations initiatives and special projects as neededAdditional Responsibilities (As Needed)Provide litigation support, including coordinating document holds, gathering responsive materials, and liaising with outside counsel under General Counsel directionRequired QualificationsBachelor's degree required; paralegal certificate, J.D., or other legal education strongly valued3 to 7 years of experience in legal operations, contracts management, compliance, or a comparable paralegal roleDemonstrated experience reviewing and negotiating commercial contracts, including NDAs and vendor agreementsWorking knowledge of compliance frameworks, vendor management programs, and client procurement processesExperience drafting or maintaining internal policies and proceduresProficiency with contract management tools, document management systems, and Microsoft OfficePreferred QualificationsParalegal certification (CP, ACP, or RP) or equivalent credentialExperience in a legal department at a professional services, technology, or consulting firmFamiliarity with privacy regulations (GDPR, CCPA/CPRA)Experience building or improving legal operations workflowsExposure to CLM platforms or AI-assisted legal toolsFamiliarity with insurance certificate workflows and common coverage types (general liability, E&O, cyber)Key CompetenciesAttention to Detail: Produces accurate, thorough work product across contracts, compliance submissions, and policy documentsProblem-Solving: Evaluates options and proposes practical solutions rather than simply flagging problemsIndependent Judgment: Works autonomously, manages competing priorities, and recognises when to escapeCommunication: Writes clearly for legal and business audiences; communicates professionallyAdaptability: Embraces ...Reporting and Work ArrangementReports directly to the General Counsel. Ability to work fully from the office in Downtown Toronto is preferred, but we are also open to remote.

📌 Contracts And Compliance Specialist (Toronto)
🏢 Trindent Consulting
📍 Toronto