Jobber

Principal Engineer (AI, Office of the CEO)

Undisclosed

Remote. The employer does not say where candidates may be based.

Location not stated

Employer listed it 4 weeks ago · Added 4 weeks ago

Been open since 4 weeks ago, still being checked, but it has been live a while.

Salary

Not stated

Location

Location not stated

Timezone

Not stated

Contract

Full-time

Experience

Lead

What the advert says

Quoted word for word from the employer's advert. Where it says nothing, we say so.

Working hours: Not mentioned in the advert
Where you can work from: Location eligibility not confirmed
Contract: Not mentioned in the advert
Experience asked for: Not mentioned in the advert
Pay: A unique opportunity to build, grow, and leave your impact on a $400-billion industry that has no dominant player...yet.

Remote flexibility

Undisclosed

The listing is advertised as remote but does not state which countries or regions candidates may work from.

Why this role is Undisclosed

We only label a role Work from anywhere, Region restricted or Work from home when the employer's own wording says so. We checked this advert under our current rules and found no country or region eligibility requirement in it. We don't guess, so it stays Undisclosed until the employer publishes enough location information. Here is exactly what the advert left out.

Countries you can work from: Not stated. The advert only gives "Remote", which names no country you must live in.
Whether the work is remote: Never mentioned. The role reached us through a remote job board, but the advert itself doesn't say the work is remote.
Working hours: Not stated. No timezone overlap or set hours are mentioned, so assume nothing either way.

Worth a look all the same. Missing wording is usually a rushed job posting rather than a closed door, so ask where you can be based in your first message, before you write a tailored application.

What the employer says

Source listing states candidate location: "Remote"

What Nomaders makes of it

No residency or region requirement found in the job description
Check with the employer before assuming you can work from abroad

The quotes above are the employer's own words; the reading is ours. Always check the original listing and employment terms before working from another country.

Before you apply

Questions worth asking: Nomaders interpretation

The advert does not say where you can be based. Ask which countries they can legally employ or contract you from.
The advert does not say whether this is employment or a contractor arrangement. Ask, as it affects tax and benefits.

Produced automatically from this advert's text; not reviewed by a person. The employer's own page is the final word.

About the role

Do you want to be the first engineer on something an entire company will run on?

Then Jobber might be the place for you! We're looking for a Principal Software Engineer, AI, to join the Office of the CEO . The team:

This is a startup inside Jobber. A small, senior team in the Office of the CEO with a mandate to reinvent how a 1,000-person company operates in the AI era, and the backing to actually do it. No layers between you and the decision-makers, no roadmap theater, no waiting for alignment. We ship something real every few hours, learn from it, and compound. The work touches every function at Jobber, and what we build becomes how the company thinks and moves.

The role:

Reporting to the VP of Customer Experience Innovation , the Principal Software Engineer will be the founding technical seat: you'll architect and build new AI systems from zero to production, and own the hard problems that come with putting AI at the center of how a company runs — trust, permissions, security, and quality at scale.

This is a builder's role with unusual range. One week you're designing the architecture of a system nobody at Jobber has built before; the next you're embedded with a team, shipping working AI into their real workflow and making them the hero. You'll make fast build-vs-buy calls, run POCs and kill them without sentiment, and set the technical standards that everything AI at Jobber gets held to. We're looking for someone who has shipped production AI or data systems, defaults to pragmatic technology choices, and wants founding-engineer ownership with a real company's resources behind it.

The Principal Software Engineer, AI will:

Architect and build new internal AI systems end to end, from first design to production, as the founding engineer.

Own the hard parts of trustworthy AI at company scale: retrieval quality, permissions, security, and reliability.

Work hands-on across the modern AI stack (LLMs, retrieval, agents, integrations) while keeping the foundations deliberately pragmatic.

Embed with teams across the company, working day-to-day with function leaders and their teams and weekly with executive leadership, shipping AI into real workflows and leaving behind systems and owners that outlast the visit.

Drive build-vs-buy evaluations and fast POCs, with the judgment to commit hard and kill fast.

Work directly with executive leadership: what you build informs how the company makes decisions, every day.

To be successful, you should have:

A track record of building production systems at Staff+ scope: data infrastructure, retrieval, or applied AI used daily by hundreds to thousands of people who depend on it.

Hands-on depth with the modern AI stack, and at least one battle scar from a system that showed you how confidently AI can be wrong.

Pragmatic technology instincts: you reach for proven tools by default and can defend the exceptions.

Founding-engineer, consulting, or forward-deployed experience: comfortable owning outcomes inside someone else's domain.

A daily working relationship with AI tools and agents, as instruments you build with and build for.

The pragmatism to ship every few weeks, the standards to make it trustworthy anyway, and the communication skills to explain both to a CEO.

What you can expect from Jobber:

A total compensation package that includes an extended health benefits package with fully paid premiums for both body and mind, matching in RRSP, TFSA or FHSA, and stock options.

A dedicated Talent Development team and access to coaching, learning, and leadership programs to help you grow your career, reach your goals, and unlock your full potential.

A unique opportunity to build, grow, and leave your impact on a $400-billion industry that has no dominant player...yet.

Requirements

The employer hasn't listed requirements separately, they're described in the role summary above and on the original listing.

Benefits

No benefits package published with this listing. Ask about it at first interview.

How to apply

1Check the flexibility label above, undisclosed, matches where you plan to live and work.
2Tailor your CV to the role at Jobber, mentioning your remote working experience.
3Apply directly on the employer's careers page using the button below. Nomaders never handles your application.

Found 1mo ago. Last checked today. Always confirm the details on the original posting, salary and location can change after publication.

Listing sourced from Company boards.

Pay not stated · You'll be taken to the employer's careers page.