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Jobber

Director, Software Engineering – AI Workflows, Ecosystem

Jobber

Director of Software Engineering at Jobber leading AI workflow integration for small service businesses. Owning the decision-making framework and ensuring AI systems enhance user experience.

Posted 7/10/2026full-time🇨🇦 CanadaLeadWebsite

Core Competencies

Role fit
Core Competencies

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

Demonstrates expertise in building and managing AI systems, ensuring their reliability and operational effectiveness while collaborating with cross-functional teams to drive organizational growth and alignment.

Highest-signal resume keywords
AI System DevelopmentAgent OrchestrationWorkflow ExecutionCross-Functional CollaborationManagerial Experience

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills
Software EngineeringAI SystemsDecision-Making CapabilitiesTool UseSystem ReliabilityOperational Effectiveness
Soft Skills
CollaborationLeadership
Industry Keywords
AI WorkflowsOrganizational GrowthCross-Org Alignment

About the role

Key responsibilities & impact
  • Own end-to-end of Jobber’s AI system layer
  • Define how AI interacts and operates within Jobber’s systems
  • Collaborate with cross-functional teams to enhance AI-driven workflows
  • Ensure reliability, safety, and operational effectiveness of AI systems
  • Guide organizational growth in a complex landscape

Requirements

What you’ll need
  • 5+ years of experience in software engineering or related field
  • Experience building AI systems with real decision-making capabilities
  • Strong understanding of agent orchestration, tool use, and workflow execution
  • Proven track record of managing managers and driving cross-org alignment
  • Experience working with Product and Design teams

Benefits

Comp & perks
  • A total compensation package that includes an extended health benefits package with fully paid premiums for both body and mind
  • Matching in RRSP, TFSA or FHSA
  • Stock options
  • Access to coaching, learning, and leadership programs
  • Unique opportunity to build, grow, and leave your impact on a $400-billion industry