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

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

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

Software EngineeringAI SystemsDecision-Making CapabilitiesTool UseSystem ReliabilityOperational Effectiveness

Soft Skills

CollaborationLeadership