Director, Software Engineering – AI Workflows, Ecosystem

🕒 April 30

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Jobber

WebsiteLinkedInAll Job Openings

501 - 1000 employees

Founded 2011

☁️ SaaS

🤝 B2B

SaaS • B2B

Jobber is a SaaS platform that helps home-service businesses (such as HVAC, plumbing, landscaping, cleaning, and other field service trades) manage quoting, scheduling, dispatch, invoicing, payments, customer communications, and operations from a single app. It offers CRM, automated workflows, AI features for job pricing and communications, online booking and payments, and reporting to help small and midsize service contractors save time, win more jobs, and grow revenue.

📋 Description

• End-to-end ownership of Jobber’s AI system layer • Defining how AI should work across Jobber, not just within a team • Building and evolving a multi-team organization to execute the vision • Making tradeoffs between speed, quality, and safety • Encouraging a shift from feature thinking to system thinking across teams • Engaging with company leadership to challenge assumptions

🎯 Requirements

• Proven leadership experience managing managers across multiple teams • Experience building organizations that scale, not just teams that ship • Ability to drive cross-org alignment in ambiguous spaces • Strong product and systems thinking, with an understanding of user workflows end-to-end • Deep partnership with Product and Design teams • Experience with production LLM/agentic systems

🏖️ Benefits

• Extended health benefits package with fully paid premiums for both body and mind • Matching in RRSP, TFSA or FHSA • Stock options • Dedicated Talent Development team and access to coaching, learning, and leadership programs • Unique opportunity to impact a $400-billion industry • Working with a supportive team that cares about customers