Principal Engineer (AI, Office of the CEO)

Jobber
United States
Workplace: RemoteFull timeFunction: Executive & General ManagementSkills: ["Pragmatic decision-making","Communication","Fast execution","Ownership","Cross-functional collaboration"]

Build and lead the founding AI engineering seat for the Office of the CEO. Architect and ship internal AI systems end to end—from first design to production—while owning trustworthy AI at company scale (retrieval quality, permissions, security, reliability). Work hands-on across the modern AI stack (LLMs, retrieval, agents, integrations), embed with teams to deliver AI into real workflows, and set technical standards through fast POCs and build-vs-buy decisions.

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FursaFursa
Jobber
Jobber
1 day ago

Principal Engineer (AI, Office of the CEO)

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Source: Company careers pageValidated by: Fursa AI
Last checked: 9 hours agoStatus: Live

Job Summary

Build and lead the founding AI engineering seat for the Office of the CEO. Architect and ship internal AI systems end to end—from first design to production—while owning trustworthy AI at company scale (retrieval quality, permissions, security, reliability). Work hands-on across the modern AI stack (LLMs, retrieval, agents, integrations), embed with teams to deliver AI into real workflows, and set technical standards through fast POCs and build-vs-buy decisions.
Location: United States
Workplace: Remote
Employment Type: Full time
Job Function: Executive & General Management
Seniority: Mid level

Key Responsibilities

  • •Architect and build internal AI systems end to end as the founding engineer.
  • •Own trustworthy AI at company scale, including retrieval quality, permissions, security, and reliability.
  • •Work hands-on across the modern AI stack while keeping foundations pragmatic.
  • •Embed with teams to ship AI into real workflows and leave behind durable systems and owners.
  • •Run build-vs-buy evaluations and fast POCs, committing when justified and killing fast when not.

Pay and Benefits

Perks:Health InsuranceEquity

Key Requirements

  • •Track record building production data or AI systems at a Staff+ scope used daily by hundreds to thousands of people.
  • •Hands-on depth with the modern AI stack (e.g., LLMs, retrieval, agents) and experience learning from systems that can fail.
  • •Pragmatic technology instincts: default to proven tools and defend exceptions with reasoning.
  • •Founding-engineer or forward-deployed experience, comfortable owning outcomes inside other teams’ domains.
  • •Ability to ship frequently while maintaining standards for trustworthiness, plus communication skills to explain decisions to a CEO.
Skills:Pragmatic decision-makingCommunicationFast executionOwnershipCross-functional collaboration
Tech Stack:LLMsRetrievalAgentsIntegrations

Company Brief

Jobber
Provides cloud-based business management software for home and field service businesses to manage quoting, scheduling, invoicing, payments, and client communications, serving hundreds of thousands of service professionals worldwide.
Industry: Enterprise Software
Company Size: Large (251 to 1,000 employees)
Growth: Scaleup
Funding: Series D
Headquarters: Edmonton, Canada
Founded: 2011
Glassdoor
Glassdoor: 3.5
WebsiteLinkedInGlassdoor