Head of Go-To-Market

Fiscal AI

. Own the full revenue number across new business, expansion, and retention .

Posted 9/30/2026full-timeToronto • CanadaLead💰 CA$200,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates extensive experience in B2B sales within capital markets, focusing on institutional investors and fintechs, while effectively leading and developing sales teams. Proven ability to build go-to-market strategies, manage customer success, and establish strategic partnerships to drive revenue growth.

Highest-signal resume keywords

B2B Sales ExperienceSales Team ManagementGo-To-Market StrategyCustomer Success ManagementFinancial Data Sales

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Revenue ManagementQuota SettingTerritory PlanningSales ForecastingComplex Enterprise SalesNegotiationAPI SalesData-Driven Decision MakingDemand GenerationMarket Positioning

Soft Skills

Strong CommunicationCoachingLeadershipStructured ApproachRelationship Building

Tools & Technologies

Sales Analytics ToolsCRM SoftwareMarketing Automation ToolsAI Tools in Financial Research

Industry Keywords

Capital MarketsInstitutional InvestorsFintechCustomer SuccessStrategic PartnershipsFinancial InstitutionsHedge FundsAsset ManagersFamily OfficesUsage-Based Products

About the role

Key responsibilities & impact

Own the full revenue number across new business, expansion, and retention
Lead, coach, and grow the sales team, including hiring, quota setting, territory planning, and compensation design
Carry and close a book of strategic accounts across institutional and fintech segments
Build and execute go-to-market strategy for institutional and fintech clients
Own marketing, including positioning, messaging, demand generation, content, and events
Partner with the CEO on brand and product launches
Build customer success and account management to drive adoption, renewals, and expansion
Develop and manage strategic distribution, integration, and channel partnerships
Establish pipeline discipline, accurate forecasting, and reporting to the CEO and board
Bring customer insight to product and engineering to shape the roadmap
Represent Fiscal.ai at industry conferences and events

Requirements

What you’ll need

8+ years of B2B sales experience in capital markets, selling to institutional investors, financial institutions, or fintechs
3+ years managing and developing a sales team as a senior manager, director, or equivalent
Track record of consistently exceeding targets, both as an individual contributor and as a team leader
Experience in a startup or high-growth environment, including building process and structure where little existed
Comfort with complex enterprise sales cycles and multi-stakeholder deals
Hands-on approach and willingness to prospect, run demos, negotiate, and close
Strong communication skills and a structured, data-driven approach to managing a business
Ability to work from our Toronto office, or from New York for exceptional candidates
Ability to travel regularly
Experience selling financial data, research, or analytics products
Established network on the buy side, such as hedge funds, asset managers, and family offices
Relationships across the fintech ecosystem
Experience selling API or usage-based products to technical buyers
Prior exposure to leading marketing, customer success, or partnerships
Familiarity with how AI tools are changing financial research workflows

Benefits

Comp & perks

Equity
Paid time off
Benefits