Jobber

Principal Engineer (AI, Office of the CEO)

Jobber
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4 days ago
Boston, MA, USAStaff+

Base Salary

$229k - $310k/yr

Responsibilities

  • 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 with LLMs, retrieval, agents, and integrations.
  • Embed with teams across the company to ship AI into real workflows and establish durable systems and ownership.
  • Lead build-versus-buy evaluations and rapid proofs of concept, committing to promising approaches and discontinuing weak ones.
  • Work directly with executive leadership on systems that influence company decision-making.

Requirements

  • 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 and experience learning from failures of AI systems in production.
  • Pragmatic technology judgment and the ability to defend technology choices.
  • Founding-engineer, consulting, or forward-deployed experience with ownership of outcomes in another team's domain.
  • Daily working experience with AI tools and agents as systems to build with and build for.
  • Ability to ship rapidly while maintaining trustworthy technical standards and communicate effectively with executive leadership.

Benefits

  • Equity rewards or stock options are included in the total compensation package.
  • Annual health and wellness stipends, an extended health package with fully paid premiums, and retirement savings matching through RRSP, TFSA, or FHSA are provided.
  • Employees have access to a dedicated Talent Development team, coaching, learning, leadership programs, and career development opportunities.
  • The role offers broad company-wide impact within a startup-like team backed by Jobber's resources.
  • Jobber is an equal opportunity employer committed to inclusion and accommodation throughout the hiring process.

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Jobber

About Jobber

1,001-5,000 employees

Jobber builds cloud-based operations and field service management software for small home service businesses such as plumbers, landscapers, and cleaners. The platform includes CRM, quoting and estimates, scheduling and routing, invoicing, payments, and mobile apps, with embedded fintech tools like payment processing and access to capital. Founded in 2011 and headquartered in Edmonton, Alberta, it is privately held and reports serving over 250,000 home service professionals.

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