Enterprise Sales Director, Financial Services

Sierra
Canada
Workplace: RemoteFull timeCAD 305,000 - 370,000 annuallyFunction: SalesExperience: 6-8 yearsSkills: ["Communication","Analytical thinking"]

Drive revenue for enterprise financial services customers by prospecting and generating qualified leads, owning relationships with key decision-makers, and leading complex multi-figure ACV deal cycles. Develop and execute sales strategy, craft tailored proposals, and collaborate cross-functionally with GTM, product, technical, and operations teams. Use AI-native tools across research, outreach, call summarization, forecasting, and deal execution to scale impact.

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FursaFursa
Sierra
Sierra
6 days ago

Enterprise Sales Director, Financial Services

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Source: Company careers pageValidated by: Fursa AI
Last checked: 4 hours agoStatus: Live

Job Summary

Drive revenue for enterprise financial services customers by prospecting and generating qualified leads, owning relationships with key decision-makers, and leading complex multi-figure ACV deal cycles. Develop and execute sales strategy, craft tailored proposals, and collaborate cross-functionally with GTM, product, technical, and operations teams. Use AI-native tools across research, outreach, call summarization, forecasting, and deal execution to scale impact.
Location: Canada
Workplace: Remote
Employment Type: Full time
Job Function: Sales
Seniority: Director level

Key Responsibilities

  • •Prospect and generate leads through research, networking, and cold calling to build new relationships and drive revenue and pipeline.
  • •Manage and maintain relationships with key decision-makers as the primary point of contact for largest customers.
  • •Lead negotiations and close complex deal cycles, addressing objections and navigating contracts with legal and finance stakeholders.
  • •Develop and execute sales strategies to meet or exceed targets, crafting tailored proposals and coordinating with marketing on sales campaigns.
  • •Collaborate cross-functionally with GTM, product, technical, and operations teams while using AI tools to accelerate the sales cycle.

Pay and Benefits

Salary: CAD 305,000 - 370,000 annually
Equity and Bonus:Equity
Perks:Paid LeaveHealth InsuranceDentalVisionLife InsuranceRetirementParental Leave

Key Requirements

  • •6-8 years of experience in an enterprise customer-facing sales role, identifying and closing large accounts.
  • •Experience managing a $1M+ quota and running end-to-end complex 6- and 7-figure ACV deals.
  • •Exceptional verbal and written communication skills.
  • •Ability to analyze market trends, identify opportunities, and make data-driven decisions.
  • •Proven track record of targeting potential enterprise clients through research, networking, and cold calling.
Experience:6-8 yearsEnterprise salesFinancial services
Skills:CommunicationAnalytical thinking

Company Brief

Sierra
Develops advanced AI agents and tools focused on building autonomous, generalist machine learning systems to assist developers and enterprises in automating complex workflows, decision-making, and application-level tasks.
Industry: AI & Machine Learning
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