Founding AI Engineer — Office of the CEO

Devconnectplatform

United States

On-site

USD 229,000 - 310,000

Full time

5 days ago
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Benefits offered by this job

Extended health benefits
Stock options
RRSP/TFSA matching
Career development program
Wellness stipend

Job summary

Jobber is seeking a Principal Software Engineer, AI, to join the Office of the CEO. You will architect and build new AI systems from zero to production and own hard problems around trust, permissions, security, and quality at scale.

This is a founding-engineer role with direct access to executive leadership and real company impact. You'll work on the modern AI stack (LLMs, retrieval, agents), embed with teams across the company, and drive build-vs-buy decisions, shipping AI into real workflows

Qualifications

  • Experience building production AI or data systems used by large user bases.
  • Hands-on depth with modern AI stack (LLMs, retrieval, agents).
  • Founding-engineer or forward-deployed experience preferred.

Responsibilities

  • Architect and build internal AI systems end to end from design to production.
  • Own trust, permissions, security, and reliability at scale for AI systems.
  • Collaborate across teams and with executives to ship AI into workflows.
  • Define build-vs-buy criteria and run fast POCs; know when to kill or scale.
  • Set technical standards for AI at Jobber and ensure maintainability.

Skills

Staff+ systems
AI data infra
Applied AI

Education

Bachelor's degree in CS or related field

Tools

LLMs
Retrieval
AI agents

Job description

Jobber is seeking a Principal Software Engineer, AI, to join the Office of the CEO. You will architect and build new AI systems from zero to production and own hard problems around trust, permissions, security, and quality at scale.

This is a founding-engineer role with direct access to executive leadership and real company impact. You'll work on the modern AI stack (LLMs, retrieval, agents), embed with teams across the company, and drive build-vs-buy decisions, shipping AI into real workflows

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