Enterprise Account Executive - Financial Services
Insight Enterprises, Inc.•Toronto, ON
•$120,000 - $140,000•Hybrid
About The Position
Strategic sales professional responsible for driving revenue growth and building trusted relationships with enterprise and financial services organizations across Canada, including banks, credit unions, insurance companies, and investment firms. Insight is a Fortune 500 Solutions Integrator with deep expertise in cloud, data, AI, cybersecurity, and intelligent edge, guiding organizations through complex digital decisions.
Requirements
- 7+ years enterprise B2B technology sales experience; financial services experience strongly preferred
- Proven track record meeting/exceeding $5M+ annual revenue quotas
- Success managing complex, multi-stakeholder sales cycles
- Experience with vendor assessment and security review processes at large organizations
- Exceptional consultative selling and executive presence
- Strong territory and pipeline management skills
- Proficiency with Salesforce CRM
- Outstanding written and verbal communication skills in English
- Ability to articulate complex technical concepts to diverse audiences
- Strong presentation and business case development skills
Nice To Haves
- Bachelor's degree in Business, Finance, Information Technology, or related field
- Experience selling cloud solutions (Azure, AWS, Google Cloud), cybersecurity, or managed services
- Existing relationships with financial services clients in assigned territory
- Certifications: AWS Solutions Architect, Microsoft Azure Solutions Architect, or related credentials
- Familiarity with Canadian financial institutions and industry associations
Responsibilities
- Own account strategy and execution for assigned financial services clients
- Drive revenue growth across hardware, software, cloud, and services
- Meet or exceed annual revenue and gross profit quota targets
- Build and execute account plans aligned with client business objectives
- Manage sales pipeline accurately using Salesforce CRM
- Build relationships with IT executives, business leaders, risk officers, and procurement stakeholders
- Navigate multi-stakeholder buying committees to identify decision-makers and influencers
- Conduct executive-level discussions positioning Insight as a strategic partner
- Lead consultative conversations about digital transformation, cloud migration, cybersecurity, and operational efficiency
- Understand client needs at business and technical levels
- Collaborate with Solutions Lines, Solution Engineers, and internal specialists to deliver comprehensive solutions
- Identify opportunities across Insight's portfolio: infrastructure, cloud, security, data center, and managed services
- Lead with solutions to drive product sales, adapting approach based on client needs
- Maintain working knowledge of the Canadian financial services landscape and regulatory environment (OSFI, FINTRAC)
- Stay informed about industry trends: core banking modernization, AI adoption, customer experience enhancement
- Understand how technology solutions support compliance requirements and risk management
Benefits
- Freedom to work from another location—even an international destination—for up to 30 consecutive calendar days per year.
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What This Job Offers
Job Type
Full-time
Career Level
Senior
Education Level
Associate degree
