ott
Chief Operating Officer (COO)
Toronto, Ontario · Exec
Sponsorship not specifiedDetected 20 days ago
CI/CDDevOpsMachine LearningData AnalysisData ScienceLLMsComplianceProduct ManagementProduct StrategyCRMExcelVendor ManagementCustomer SuccessCustomer SupportLeadershipProblem Solving
About the role
- OTT Pay Inc. is an established, fully funded fintech company focused on delivering streamlined financial payment solutions.
- At OTT Pay, you will find abundant opportunities for professional growth, working alongside a talented and diverse team from various industries.
- Our collaborative and innovative environment fosters learning and development, empowering you to excel and make a tangible impact.
Responsibilities
- Design, implement, and optimize processes and systems to maximize efficiency, productivity, and organizational scalability.
- Develop and lead the strategy for identifying and implementing AI/GenAI tools across non-product departments (Marketing, Sales, Customer Support, HR, Finance).
- Drive operational leverage by using AI to automate repetitive tasks, improve data analysis, and accelerate decision-making, defining KPIs for AI-driven productivity gains.
- Collaborate with the CTO/Head of Engineering to ensure internal AI initiatives align with technical architecture and security standards.
- Partner with the executive team (CFO, CTO, CSO, etc.) to ensure resource allocation and departmental activities align with strategic goals.
- Work with Product and Engineering to ensure operational processes support the product roadmap, development cycles (DevOps/CI/CD), and quality assurance.
- Collaborate with Sales and Marketing leadership to optimize the end-to-end sales and customer lifecycle, including lead-to-cash processes, CRM utilization, and forecasting.
- Oversee Customer Success, Onboarding, and Support teams to ensure exceptional customer satisfaction, strong retention, and maximized customer lifetime value (LTV).
- Implement best practices in customer support and professional services to ensure timely, effective resolution of customer issues.
- Lead, mentor, and inspire executives and managers, fostering a culture of accountability, continuous improvement, and ownership.
Requirements
- Experience & Expertise
- 10+ years of progressive leadership experience, including 5+ years in an executive operational role (COO, VP Operations, etc.) within SaaS or high-growth tech environments.
- Proven track record leading digital transformation and AI/ML adoption initiatives in large or fast-scaling organizations.
- Strong understanding of SDLC, product management, DevOps, and modern cloud technologies.
- Demonstrated experience scaling operations and optimizing processes during periods of rapid growth.
- Experience managing P&L, developing budgets, and leveraging financial metrics for decision-making.
- Bachelor's degree in Business, Engineering, Computer Science, or related field; MBA or advanced degree preferred.
Nice to have
- Bachelor's degree in Business, Engineering, Computer Science, or related field
- MBA or advanced degree preferred.
Skills
- Strategic thinking and advanced problem-solving capabilities.
- Highly effective decision-making abilities.
- Exceptional verbal and written communication.
- Strong technical fluency in AI, Machine Learning, and Generative AI applications (as a strategic leader, not necessarily a data scientist).
- Office Location: 1123 Leslie Street, North York
- Schedule: Mon - Fri, 9:00am to 5:30pm
- however, only those candidates selected for an interview will be contacted.
Compensation
- Competitive salary depending on experience, plus performance bonus
Benefits
- Competitive salary depending on experience, plus performance bonus
- Extended Health, Dental, and Vision Benefits
- Life and Disability Insurance
- Generous Vacation Leave
- Learning and Professional Development Support
- Translate the company's vision and long-term strategy into clear, executable, and measurable operational plans across all departments.
- Partner with the CFO to manage the operating budget, control costs, and lead initiatives that support financial health and profitability.
- Free use of onsite Gym and Sports Facilities, and regular Company Social Events
This listing is sourced directly from ott's careers page and normalized into a canonical job model.