Legal Affairs & Contracts Manager

About OTT Pay Inc.

OTT Pay is a Canadian payment technology company serving merchants and business partners in the payments and financial services ecosystem. As the company continues to grow, we are looking for an experienced legal operations and contracts professional to help manage day-to-day legal affairs, commercial contracts, corporate records, regulatory documentation, and coordination with external legal counsel.
This is not a General Counsel role and does not require the candidate to be a licensed lawyer. The role is ideal for an experienced Senior Law Clerk, Corporate Law Clerk, Legal Operations professional, Contracts Manager, or legal support professional who has strong experience working with Canadian law firms, commercial contracts, corporate documentation, and regulated business environments.

Position Summary

The Legal Affairs & Contracts Manager will act as OTT Pay’s internal legal coordination lead. This person will support contract review, document preparation, legal workflow management, corporate records, regulatory documentation, and communication with external law firms.
The successful candidate will not be expected to provide independent legal opinions unless legally authorized to do so. Important legal advice, regulatory opinions, litigation matters, and complex commercial documents will continue to be handled by external qualified legal counsel.
This role is designed for someone who is practical, organized, business-minded, detail-oriented, and comfortable working in a fast-growing fintech/payments environment.

Key Responsibilities

Contract Management and Commercial Legal Support

Prepare, review, organize, and manage first drafts and internal markups of routine commercial documents.

Support business teams with NDAs, merchant agreements, vendor agreements, referral agreements, service agreements, partnership documents, employment-related templates, contractor agreements, data-related documents, and other standard commercial contracts.

Maintain contract templates, clause libraries, approval workflows, and contract playbooks.

Track key contract obligations, renewal dates, termination rights, notice periods, and commercial risk items.

Coordinate contract execution through internal approval processes and e-signature platforms.

Summarize contract risks and open issues for management and external counsel.

External Counsel Coordination

Act as the main day-to-day contact between OTT Pay and external law firms.

Prepare background summaries, document packages, issue lists, timelines, and business context for external counsel.

Track legal matters, legal budgets, external counsel invoices, deliverables, and response timelines.

Help translate business requirements into clear instructions for legal counsel.

Follow up with internal departments to collect information requested by external lawyers.

Maintain a roster of external counsel by practice area, including corporate, commercial, employment, privacy, regulatory, litigation, and financial services.

Corporate Governance and Corporate Records

Maintain corporate records, minute books, board resolutions, shareholder resolutions, officer/director information, and related corporate documents.

Coordinate with external counsel on corporate filings, entity maintenance, reorganizations, financing support, share documents, and governance matters.

Assist management with board materials, approval records, signing packages, and corporate housekeeping.

Help ensure internal company documents are properly organized, version-controlled, and accessible.

Regulatory and Compliance Documentation Support

Support documentation related to Canadian payment services, merchant services, AML/KYC/KYB, privacy, data protection, banking partner requests, and payment network due diligence.

Coordinate internal document collection for FINTRAC, Bank of Canada/RPAA-related matters, banking partner reviews, payment processor requirements, audits, and regulatory inquiries.

Maintain policies, procedures, and evidence files related to compliance documentation.

Work closely with Compliance, Risk, Finance, Operations, Product, and external legal counsel to ensure required documentation is complete and up to date.

Assist with internal tracking of regulatory obligations and deadlines.

Legal Operations and Process Improvement

Build and maintain a legal request intake process for internal teams.

Create a contract tracker and legal matter tracker.

Improve document storage, naming conventions, template control, and approval workflows.

Develop practical legal operations processes that reduce dependency on external lawyers for routine matters.

Help management identify recurring legal issues and create standardized solutions.

Support internal training on contract processes, document approvals, confidentiality, privacy, and compliance coordination.

Business and Cross-Functional Support

Work closely with Sales, Operations, Finance, Compliance, Product, HR, and senior management.

Help business teams understand legal workflow requirements without slowing down commercial execution.

Provide practical summaries of legal documents and external counsel feedback.

Support due diligence processes for banking relationships, partnerships, financing, audits, and strategic projects.

Assist with dispute documentation, demand letters, settlement coordination, and escalation to external counsel when needed.

Required Qualifications

8+ years of experience in a Canadian law firm, in-house legal department, financial services company, fintech company, payment company, or corporate/commercial legal support role.

Strong experience with corporate/commercial contracts and legal document management.

Prior experience as a Senior Law Clerk, Corporate Law Clerk, Commercial Law Clerk, Legal Operations Manager, Contracts Manager, or Legal Affairs professional.

Strong understanding of Canadian corporate and commercial legal processes.

Experience coordinating directly with external lawyers and law firms.

Excellent drafting, proofreading, document organization, and issue-spotting skills.

Strong business judgment and ability to distinguish routine matters from matters requiring external legal advice.

High attention to detail and strong ability to manage multiple legal matters at the same time.

Strong written and verbal English communication skills.

Must be based in Canada, preferably in the Greater Toronto Area.

Preferred Qualifications

Experience in payments, fintech, banking, money services businesses, merchant acquiring, financial services, or regulated industries.

Familiarity with FINTRAC, AML/KYC/KYB documentation, Bank of Canada RPAA/PSP requirements, privacy, CASL, and payment partner due diligence.

Law Clerk diploma, ILCO membership, or equivalent Canadian legal education.

Licensed paralegal status in Ontario is an asset, but not required.

Mandarin or Cantonese communication ability is an asset.

Experience with DocuSign, Microsoft 365, SharePoint, legal document management systems, contract lifecycle management tools, or compliance workflow systems.

Experience working with executives, founders, or fast-growing private companies.

OTT Financial Group is committed to fostering an inclusive and accessible environment where all employees feel valued and respected, and where every employee can realize their potential. We are committed to providing reasonable accommodation, if required, and will work with you to meet your needs. We appreciate all applicants for their interest; however, only those candidates selected for an interview will be contacted.