OTT Pay Inc. is a fully funded, established fintech leader delivering streamlined financial payment solutions. We are a results-driven organization aggressively scaling our mobile-first platform across acquiring, card issuing, cross-border payments, loyalty solutions, and our rapidly evolving SuperApp ecosystem. As we prepare for our next stage of growth—including potential IPO readiness—we are seeking a strategic and business-minded General Counsel to join our executive leadership team.
Position Summary
The General Counsel will serve as the company’s principal legal advisor and a key strategic partner to the CEO and Board of Directors. This executive will oversee all legal, regulatory, compliance, corporate governance, and risk management functions across multiple jurisdictions, ensuring OTT Pay operates with the highest standards of integrity while enabling rapid innovation and expansion.
The ideal candidate brings deep fintech, payments, and regulatory experience, with demonstrated expertise in scaling high-growth companies and preparing organizations for public markets.
What’s in it for you
- Impact: A seat at the executive table with the ability to shape the company’s future.
- Growth: Tremendous opportunities for professional development as the company scales toward IPO.
- Benefits: Comprehensive Health, Dental, and Vision Benefits; Life and Disability Insurance.
- Culture: A collaborative, innovative environment in modern offices with a free onsite gym and sports facilities.
Key Responsibilities
Executive & Strategic Leadership
- Serve as a trusted advisor to the CEO and Board on legal, regulatory, governance, and risk matters.
- Shape legal strategy to support aggressive growth, product innovation, and international expansion.
- Lead IPO readiness efforts from a legal and governance perspective, including public company compliance infrastructure.
Regulatory & Compliance Oversight
- Oversee compliance across payments, card issuing, MSB/EMI regulations, AML/ATF, privacy, and cross-border financial services.
- Manage relationships with regulators, financial institutions, card networks, and strategic partners.
- Ensure adherence to evolving fintech, digital banking, and SuperApp regulatory frameworks.
Corporate Governance & Public Company Readiness
- Establish and strengthen governance frameworks aligned with IPO standards.
- Oversee Board governance, shareholder matters, and disclosure controls.
- Lead securities law compliance and public company reporting preparation.
Commercial & Product Legal Support
- Support product launches, partnerships, merchant acquiring agreements, and fintech integrations.
- Negotiate and oversee complex commercial contracts, joint ventures, and strategic alliances.
- Provide legal guidance on emerging technologies, digital wallets, embedded finance, and loyalty ecosystems.
Risk Management & Litigation
- Identify and mitigate enterprise risk exposure.
- Oversee dispute resolution, litigation management, and external counsel.
- Build scalable legal risk management processes aligned with growth objectives.
Team & Department Leadership
- Build and lead a high-performing in-house legal and compliance team.
- Manage external counsel and optimize legal spend.
- Foster a culture of proactive legal partnership across the organization.
Qualifications
- 10+ years of progressive legal experience, including senior leadership roles.
- Significant experience in fintech, payments, financial services, or banking.
- Proven experience supporting high-growth companies, ideally including IPO preparation or public company governance.
- Deep knowledge of financial services regulation, AML/ATF, privacy law, and cross-border compliance frameworks.
Core Competencies
- Strategic and commercially pragmatic mindset
- Strong executive presence and Board-level communication skills
- Expertise in securities law and capital markets (IPO readiness strongly preferred)
- Risk-balanced decision making in fast-scaling environments
- Ability to operate in a high-growth, performance-driven culture
Inclusivity Statement
OTT Financial Group is committed to fostering an inclusive and accessible environment where all employees feel valued and respected. We are committed to providing reasonable accommodation, if required, and will work with you to meet your need.
OTT Financial Group Toronto, Ontario, CAN Office
1123 Leslie Street, Toronto, Ontario, Canada, M3C 2K5
OTT Financial Group Markham, Ontario, CAN Office
96 Steelcase Rd W, Markham, ON, Canada, L3R 3J9
OTT Financial Group North York, Ontario, CAN Office
5140 Yonge Street, Suite 510, North York, Ontario, Canada, M2N 6L7

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