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Enterprise Sales Executive

REMOTE, REMOTE

Posted: 03/05/2026 Employment Type: Full-Time Specialization: Sales Job Number: 34811 Salary / Pay Rate: $90,000.00 - $90,000.00 per year

Job Description

POSITION ID #34811

Position: Enterprise Sales Executive – AI Workflow & Process Automation
Location: Remote – Canada (GTA preferred)
Work Type: Full-Time, Remote
Compensation: Base Salary: $80 - 95K + uncapped commissions
On-Target Earnings (OTE): $180,000 CAD
Comprehensive benefits package included

ABOUT OUR CLIENT

Our client is a growing technology company that helps large organizations modernize operations by digitizing and automating complex workflows. Their platform streamlines how requests are captured, decisions are made, and work moves across teams.

They are seeking a highly driven Enterprise Sales Executive to lead net-new business development across Canada. This role focuses on selling enterprise workflow automation solutions into professional services organizations such as finance, insurance, accounting, legal, organizations with complex onboarding, intake, and decision processes, particularly within regulated industries such as financial services, accounting agencies, insurance providers, law firms, engineers, and healthcare services.

This is a net-new enterprise hunter role suited to an ambitious, highly articulate sales professional who can acquire deep product knowledge, enjoys engaging senior executives, and is resilient.

RESPONSIBILITIES:

  • Prospect and develop net-new enterprise accounts across Canada
  • Engage senior decision-makers including COOs, CIOs, Heads of Operations, and Digital Transformation Leaders
  • Lead discovery conversations focused on operational workflows, intake processes, and automation opportunities
  • Build trusted relationships with executive stakeholders responsible for operations, transformation, and technology strategy
  • Develop solution-driven proposals aligned to client business challenges
  • Collaborate with leadership and delivery teams to structure, negotiate, and close enterprise deals
  • Own the full enterprise sales cycle from prospecting through close
  • Build and maintain a strong pipeline of qualified opportunities through disciplined outbound prospecting


QUALIFICATIONS:

  • Experience selling into financial institutions, government, or regulated industries
  • Demonstrated success selling enterprise software or SaaS solutions
  • Proven track record closing deals valued at $100 - 300K +
  • Strong prospecting and business development skills with a focus on new logo acquisition
  • Ability to engage senior executives and lead consultative enterprise sales conversations
  • Highly ambitious, self-driven, and comfortable operating in a performance-driven sales environment
  • Excellent communication, presentation, and relationship-building skills


NOTE:

AI may be used to support certain administrative aspects of our recruitment process. However, all applications and resumes are reviewed by qualified human reviewers, and all screening and hiring decisions are made solely by the hiring team.

The posted salary range reflects expected compensation for this role in accordance with Ontario pay transparency requirements. Actual compensation will be determined based on the successful candidate’s experience, skills, and qualifications and may fall anywhere within the range.
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