Jobber

Principal Engineer (AI, Office of the CEO)

Canada

Principal

HYBRID

Jobber is hiring a Principal Engineer to be the founding technical seat on a small, senior AI team operating out of the Office of the CEO. This role involves architecting and building new internal AI systems end-to-end, owning trust, permissions, security, and retrieval quality at company scale, and embedding with teams across the organization to ship AI into real workflows. The position offers direct collaboration with executive leadership, a high degree of autonomy, and a compensation range of $229,300 to $310,200 plus equity and benefits.

LLMs

Retrieval-Augmented Generation (RAG)

AI agents

Data infrastructure

System architecture

Production AI systems

Security and permissions design

API integrations

Proof-of-concept development

Build-vs-buy evaluation

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