Director, Strategic Business Development – Enterprise Sales

Objectway

. Own and execute the Canadian enterprise business development strategy, including pipeline development, new client acquisition and revenue growth .

Posted 10/26/2026full-timeToronto • CanadaLead💰 CA$180,000 - CA$200,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates extensive experience in enterprise business development and consultative solution selling within the Canadian financial services sector, with a strong focus on building relationships and delivering tailored technology solutions. Proven ability to lead complex sales cycles, negotiate high-value contracts, and achieve revenue growth targets.

Highest-signal resume keywords

Enterprise Business DevelopmentConsultative Solution SellingStrategic Account ManagementNegotiation SkillsFinancial Services Technology Consulting

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Pipeline DevelopmentRevenue GrowthSales ForecastingNeeds-Based DiscoveryCommercial Solutions DevelopmentComplex Opportunity ClosingOperational Efficiency DemonstrationBusiness Case DevelopmentValue Proposition ArticulationTechnology-Enabled Business Transformation

Soft Skills

Relationship BuildingStrategic ThinkingIndependent OperationConsensus BuildingCommercial Acumen

Tools & Technologies

Wealth Management PlatformsInvestment Operations TechnologyPortfolio Management SystemsFinancial Planning ToolsDigital Transformation Solutions

Industry Keywords

Canadian BankingWealth ManagementAsset ManagementFinancial InstitutionsFintechProfessional ServicesEnterprise Technology ServicesConsulting FirmsSystem IntegratorsTier 1 Canadian Banks

About the role

Key responsibilities & impact

Own and execute the Canadian enterprise business development strategy, including pipeline development, new client acquisition and revenue growth
Identify, originate and close complex enterprise opportunities with banks, wealth management firms, asset managers and other large financial institutions
Lead the full enterprise sales cycle from prospecting and discovery through solution development, proposals, negotiations and contract execution
Develop strategic account and territory plans and maintain a qualified sales pipeline with disciplined forecasting and reporting
Engage prospective clients to understand business strategies, operational challenges, technology environments and transformation priorities
Position Objectway’s integrated technology and services capabilities as tailored solutions for client needs
Develop business cases and value propositions demonstrating operational efficiency, scalability, cost optimization and business growth
Build and maintain relationships with senior executives, consulting firms, technology partners and industry stakeholders
Represent Objectway at executive meetings, industry forums, conferences and networking events
Serve as Objectway’s primary business development representative in Canada and provide market intelligence to leadership
Coordinate global internal resources for discovery, solution development, proposals and commercial negotiations
Facilitate handoffs to Implementation, Delivery and Customer Success teams while maintaining strategic client relationships
Originate and close new enterprise business, achieve revenue and acquisition targets, and increase Objectway’s visibility in the Canadian wealth management market

Requirements

What you’ll need

Established and active network of senior executive relationships within Canadian banks, wealth management firms and large financial institutions
Significant experience in enterprise business development, consultative solution selling, strategic account management or financial services technology consulting, ideally 10–15+ years
Deep knowledge of the Canadian banking, wealth management and asset management industries
Demonstrated success originating, presenting, developing, negotiating and closing complex, high-value enterprise opportunities
Experience selling integrated technology solutions, professional services, consulting engagements or technology-enabled business transformation
Proven ability to lead needs-based discovery, develop tailored commercial solutions and articulate measurable business value
Experience navigating complex enterprise buying processes and building consensus across multiple stakeholders
Strong commercial acumen, negotiation skills and experience managing enterprise sales pipelines and revenue forecasts
Ability to operate independently, build a market from the ground up and balance strategic thinking with hands-on execution
Established relationships with consulting firms, system integrators and strategic partners serving Canadian financial institutions
Experience working with or selling to Tier 1 Canadian banks and major wealth management institutions
Background in financial services consulting, wealth technology, digital transformation or enterprise technology services
Understanding of wealth management platforms, investment operations, portfolio management, financial planning and related technology ecosystems
Experience working within a global fintech, professional services or enterprise technology organization

Benefits

Comp & perks

Base salary of CAD 180,000–200,000 per year
Performance-based variable compensation
Accommodation during the hiring process under the Accessibility for Ontarians with Disabilities Act and the Ontario Human Rights Code
Inclusive, barrier-free selection processes and work environments