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Principal Engineer (AI, Office of the CEO)

Jobber·Remote·Remote·Posted 25 September 2026

About the role

Do you want to be the first engineer on something an entire company will run on? Then Jobber might be the place for you! We're looking for a Principal Software Engineer, AI, to join the Office of the CEO. The team: This is a startup inside Jobber. A small, senior team in the Office of the CEO with a mandate to reinvent how a 1,000-person company operates in the AI era, and the backing to actually do it. No layers between you and the decision-makers, no roadmap theater, no waiting for alignment. We ship something real every few hours, learn from it, and compound. The work touches every function at Jobber, and what we build becomes how the company thinks and moves. The role: Reporting to the VP of Customer Experience Innovation, the Principal Software Engineer will be the founding technical seat: you'll architect and build new AI systems from zero to production, and own the hard problems that come with putting AI at the center of how a company runs — trust, permissions, security, and quality at scale. This is a builder's role with unusual range. One week you're designing the architecture of a system nobody at Jobber has built before; the next you're embedded with a team,…

This is a summary of the advert. The full description and the application are on Jobber's careers site.

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