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Jobber

Principal Engineer, AI

Jobber

. Architect and build new internal AI systems end to end, from initial design through production .

Posted 9/25/2026full-timeRemote • United StatesLeadWebsite

About the role

Key responsibilities & impact
  • Architect and build new internal AI systems end to end, from initial design through production
  • Own retrieval quality, permissions, security, and reliability for trustworthy AI at company scale
  • Work hands-on across LLMs, retrieval, agents, and integrations
  • Embed with teams across the company and collaborate with function leaders and their teams
  • Ship AI into real workflows and leave behind durable systems and owners
  • Drive build-vs-buy evaluations and fast proofs of concept
  • Make decisions about committing to or ending technical initiatives
  • Work directly with executive leadership
  • Set technical standards for AI across Jobber

Requirements

What you’ll need
  • Track record of building production systems at Staff+ scope, including data infrastructure, retrieval, or applied AI used daily by hundreds to thousands of people
  • Hands-on depth with the modern AI stack
  • Experience with a production AI system that demonstrated how confidently AI can be wrong
  • Pragmatic technology instincts and ability to defend technology choices
  • Founding-engineer, consulting, or forward-deployed experience
  • Comfortable owning outcomes inside another team's domain
  • Daily working relationship with AI tools and agents
  • Ability to ship every few weeks while maintaining trustworthy standards
  • Communication skills to explain technical decisions to a CEO
  • Must be legally entitled to work in the US
  • Successful completion of a background check, including identity verification
  • Comfortable attending one in-person interview at the nearest Jobber office

Benefits

Comp & perks
  • 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
  • Access to coaching, learning, and leadership programs
  • Opportunity to build, grow, and leave an impact on a $400-billion industry
  • Inclusive work environment
  • Equal opportunity employer
  • Accommodation support during the hiring process
  • Fully covered, pre-approved travel expenses for one in-person interview at the nearest Jobber office