Fintech Risk Management Jobs in Ontario (NOW HIRING)

Global Head of SalesLocation: Toronto (Hybrid preferred) | Global remit Company Stage: Growth-stage fintech Reporting to: CEO / FounderCompany OverviewWe are a Toronto-based fintech delivering institutional-grade corporate fundamentals and market data to investment professionals and retail investors globally.Our platform supports equity research, portfolio construction, risk analysis, and personal investing through structured financial datasets, scalable APIs, and modern user interfaces. We offer a cost-efficient, technology-first alternative to legacy data providers, enabling institutional and retail users to integrate high-quality financial data directly into their workflows.As we enter a significant growth phase, we are seeking a senior commercial leader to scale global revenue across enterprise and retail channels.Role OverviewWe are hiring a Global Head of Sales to own worldwide revenue strategy and execution across: Institutional clients:Define and execute scalable multi-channel growth strategy (enterprise, partnerships, digital subscriptions) Retail investors: digital subscriptions, partnerships, and platform integrations This is a senior, hands-on leadership role with full accountability for revenue growth, enterprise deal execution, retail monetization strategy, and sales organization development.Initially, this is a player-coach position. You will personally lead and close strategic institutional accounts while building the systems, team, and commercial infrastructure required to scale globally.This role is ideal for a fintech or financial data sales leader who thrives in entrepreneurial environments and understands both complex enterprise sales cycles and product-led or digital sales models.What you'll be responsible for:Revenue Strategy & Ownership Optimise customer acquisition, retention, and lifetime value through digital channels Define and execute scalable multi-channel growth strategy (enterprise, partnerships, digital) Establish pricing architecture, packaging, and long-term commercial frameworks Drive expansion, renewals, and strategic multi-year agreements Enterprise Commercial Leadership Lead complex, high-value enterprise sales cycles end-to-end Engage C-suite and senior investment stakeholders (CIOs, Heads of Research, Portfolio Managers, Heads of Market Data) Structure sophisticated data licensing and enterprise contracts Retail & Platform Growth Define retail GTM strategy and digital monetization roadmap Build strategic partnerships with fintech platforms, brokers, and investment communities Optimize acquisition, retention, and lifetime value Organizational Leadership Build and scale a high-performing global revenue organization Lead disciplined forecasting, CRM infrastructure, and performance management Oversee repeatable sales processes and value-based selling frameworks Cross-Functional & Market Leadership Define ICPs, vertical priorities (buy-side, sell-side, fintech), and market positioning Partner with Product and Marketing to align roadmap, messaging, and demand generation What We Offer Competitive executive compensation (base + performance bonus / commission) Meaningful equity or long-term incentive opportunity Direct influence on company strategy and product direction Experience managing and scaling a global sales team in a high-growth fintech environment. Opportunity to build a global revenue organization from the ground up Flexible hybrid work environment Required Qualifications 10+ years of senior sales leadership experience within fintech, financial data, SaaS, or analytics Proven track record selling complex solutions to institutional investment firms Experience driving enterprise and/or retail subscription revenue models Demonstrated success building and scaling sales teams in high-growth environments Deep understanding of investment workflows and market data procurement processes Strong executive presence with advanced negotiation and contract structuring capability Experience closing complex, consultative enterprise deals Comfortable operating in fast-paced, startup or scale-up environments Preferred Qualifications Experience selling financial datasets (corporate fundamentals, financial statements, market data) Familiarity with enterprise data licensing models and procurement cycles Background in API, platform, or data-as-a-service sales Experience driving revenue for AI-supported financial or analytics products Experience scaling product-led or B2C revenue channels Established relationships across buy-side, sell-side, fintech, or retail investing ecosystems International or multi-region commercial leadership experience Why Join Lead commercial growth at a fintech disrupting traditional financial data models Sell to both institutional and retail markets with a differentiated product Work directly with founders and product leadership Build something meaningful from an early stage