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Sidetrade

AI-powered SaaS optimizing order-to-cash

Legal Manager

Legal Counsel & Legal SupportUpdated on Nov 10
Full-timeRemote in CanadaNo salary listed

About the Job

Requirements

  • A law degree and qualification to practice law in Canada or another relevant jurisdiction are required.
  • At least 5 years of experience in commercial law, ideally within a SaaS or technology-driven company, is required.
  • Strong experience negotiating both customer and supplier contracts in a B2B environment is required.
  • Demonstrated knowledge of CCPA and PIPEDA, and familiarity with emerging AI regulatory frameworks, are required.
  • Fluent English and French are highly desirable.
  • The candidate must be able to operate independently while collaborating effectively in a cross-functional, international environment.
  • Strong drafting and negotiation skills are required.
  • The candidate must be able to clearly communicate complex legal and regulatory concepts to non-legal stakeholders.
  • A high level of autonomy, organization, and adaptability is required.
  • The candidate should have an interest in legal innovation and process optimization.
  • The candidate must be comfortable working in a remote and dynamic global environment.

Responsibilities

  • Draft, review, and negotiate customer-facing commercial agreements, including SaaS subscription agreements, Statements of Work, partnership agreements, and NDAs.
  • Support Sales and Account Manager teams across multiple regions to facilitate efficient deal execution.
  • Develop and maintain contract templates, fallback positions, and negotiation playbooks.
  • Provide pragmatic legal advice that balances risk management and commercial objectives.
  • Draft, review, and negotiate supplier and third-party agreements, including technology and cloud service provider agreements and professional services and consulting contracts.
  • Partner with Procurement and Finance to ensure appropriate risk allocation, service levels, data protection, and liability protections.
  • Support vendor governance processes, renewals, and ongoing contractual compliance across jurisdictions.
  • Support implementation and monitoring of the company’s privacy compliance framework, particularly CCPA and PIPEDA.
  • Contribute to international privacy compliance efforts, including GDPR and other applicable frameworks.
  • Review and negotiate Data Processing Agreements and privacy-related contractual provisions.
  • Partner with Security and Product teams to align contractual commitments with technical practices.
  • Assist with privacy risk assessments, internal policies, and incident response processes.
  • Monitor and support compliance with emerging AI-related regulations, including the EU AI Act where applicable, U.S. federal and state AI regulations, and Canadian AI and data governance frameworks.
  • Partner with Product and Engineering teams to assess legal risks related to AI-enabled features and machine learning models.
  • Contribute to risk assessments related to algorithmic decision-making and automated processing.
  • Support internal stakeholders in maintaining and strengthening the company’s compliance posture in connection with ISO 27001 certification and SOC 1 and SOC 2 reports, Type I and Type II.
  • Contribute to structuring and scaling the Legal Team.
  • Support automation of legal processes and tools, including contract lifecycle management systems, template automation, workflow optimization, and legal knowledge management.
  • Identify and assess legal risks associated with commercial, technological, and operational activities.
  • Provide clear, actionable guidance to internal stakeholders across departments and regions.
  • Manage external counsel relationships when specialized advice is required.
  • Support dispute resolution and pre-litigation matters when necessary.
  • Support management of the company’s insurance programs, including coordinating with brokers and internal stakeholders on coverage matters such as professional liability, cyber insurance, and D&O.

Desired Qualifications

  • Prior in-house experience in a high-growth SaaS environment.
  • Exposure to AI governance, technology risk, or digital regulatory compliance.
  • Experience supporting multi-jurisdictional operations across the Americas, Europe, and Asia.
  • Knowledge of French law.
  • Experience with contract lifecycle management platforms and legal automation tools.

About the Company

Sidetrade

AI-powered SaaS optimizing order-to-cash

Sidetrade provides an AI-powered SaaS platform for optimizing the order-to-cash (O2C) process, called Augmented Cash. It uses its proprietary AI assistant, Aimie, trained on a large data lake of B2B payment transactions, to forecast customer payment behavior, recommend collection strategies, automate dunning, resolve invoice disputes, and improve cash flow. The product is delivered as a subscription SaaS and targets finance departments in large, international companies across multiple industries. Sidetrade differentiates itself with its data-driven Aimie assistant, its global reach (over 85 countries), and recognition as a Gartner Leader in Invoice-to-Cash. The company's goal is to help businesses reduce payment delays, manage credit risk, and accelerate cash collection by providing actionable insights and automated workflows within the O2C cycle.

Company size
201-500
Company stage
IPO
Headquarters
Boulogne-Billancourt, France
Founded
2000

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