Lead Fiscal.Ai’s revenue engine from Toronto, combining enterprise sales leadership with hands-on experience across institutional and fintech markets.Reporting to the CEO, the Head of Go-to-Market will scale sales, marketing, customer success, account management, and partnerships. Fiscal.Ai serves capital markets professionals through its research Terminal, fundamentals API, and MCP server. The mandate is to evolve founder-led sales into a scalable function while staying close to strategic customers and complex deals.Key Responsibilities:
Own recent business, expansion, and retention revenueLead hiring, coaching, quotas, territories, and compensationClose strategic institutional and fintech accountsEstablish forecasting, pipeline discipline, and board reportingRepresent Fiscal.Ai at industry conferences and eventsRequirements:
8+ years of B2B capital markets sales experience3+ years managing and developing sales teamsConsistently exceeded targets individually and as leaderExperience building process in startup environmentsComfort with complex enterprise sales cyclesBring hands-on enterprise selling, team leadership, and revenue discipline to Fiscal.Ai’s institutional and fintech growth.
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📌 Head Of Go-To-Market Revenue (Winnipeg)
🏢 Social Leverage
📍 Winnipeg