Jobber

Director, Software Engineering (AI Workflows & Ecosystem)

📍 Location
winnipeg, mb
⏰ Job Type
Full-time
📅 Posted
June 04, 2026
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Job Description

Are you driven to bring people, technology, and strategy together to build impactful software? Jobber exists to help people in small businesses be successful. We work with small home service businesses, like your local plumbers, painters, and landscapers, to transform the way service is delivered through technology. With Jobber, they can quote, schedule, invoice, and collect payments from their customers while providing an easy and professional customer experience. Running a small business today isn’t like it used to be—the way we consume and deliver service is changing rapidly, technology is evolving, and customers expect more. That’s why we put the power and flexibility in their hands to run their businesses how, where, and when they want!

THE PROBLEM YOU’D OWN Jobber has AI in production, but not yet at its full potential.

We already have AI answering calls, drafting responses, and powering parts of our product. But today, those systems are still fragmented. Some t...

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