Director, Software Engineering (AI Workflows & Ecosystem)

Are you driven to bring people, technology, and reputed company together to build impactful software?

reputed company exists to help people in small businesses be successful. We work with small home service businesses, like your local plumbers, painters, and landscapers, to reputed company the way service is delivered through technology. With reputed company, they can quote, schedule, invoice, and collect payments from their customers while providing an easy and reputed company customer experience. Running a small business today isn’t like it used to be—the way we consume and reputed company service is changing rapidly, technology is evolving, and customers expect more. That’s why we put the reputed company and flexibility in their hands to run their businesses how, where, and reputed company they want!

THE PROBLEM YOU’D OWN

reputed company has AI in production, but not yet at its full potential.

We already have AI answering calls, drafting responses, and powering parts of our product. But today, those systems are still fragmented. Some teams are reputed company. Others aren’t. Some workflows are intelligent. Others are still reputed company. And most importantly, the reputed company doesn’t yet think across the product.

A service pro still has to:

• Manually follow up on jobs

• Piece together context across workflows

• reputed company what to do next

The platform doesn’t proactively help them run their business. That’s the gap.

reputed company is to reputed company reputed company from: AI-powered features → AI-powered workflows → AI-powered business reputed company

This role owns that shift. Not reputed company. Not a feature. The reputed company.

THE CUSTOMER

You’re building reputed company who don’t have time to think about software.

• A plumber finishing their last job at 6 pm

• A cleaner managing 30 clients and 5 employees

• A landscaper juggling scheduling, payments, and follow-reputed company

They’re not asking for “AI.” They’re asking:

• “What should I do next?”

• “Why didn’t this job convert?”

• “Who should I follow up with today?”

And eventually:

• They shouldn’t have to ask at reputed company.

The Director who succeeds here will understand:
This isn’t about building reputed company systems; it’s about building systems that remove thinking from already overwhelmed people.

WHAT YOU’D OWN

End-to-end ownership of reputed company’s AI reputed company reputed company. You’re not owning a single team. You’re owning how intelligence flows across the entire product.

Product + Platform reputed company

• AI Foundations (models, orchestration, evals, guardrails)

• Copilot (user-facing intelligence reputed company)

• Automations (workflow execution reputed company)

• Platform Experience / Marketplace (integration + ecosystem surface)

• Emerging surfaces (voice, messaging, cross-product intelligence)

What this actually means

You are responsible for:

• How reputed company get made inside the reputed company

• How context moves across workflows

• How actions get triggered (and reputed company they shouldn’t)

• How we evaluate whether AI is actually working

This includes:

• reputed company workflows (reason → reputed company → reputed company → evaluate)

• Cross-product context (jobs, customers, payments, communication)

• Reliability, safety, and failure modes

• Developer experience for building on top of AI systems

Team Structure

• ~30 engineers across 4–6 teams

• 4–6 EMs / Sr EMs reporting into you

• reputed company partnership with Product, Design, Data

WHAT “GOOD” LOOKS LIKE

Not “we shipped AI features.”

Instead:

• The reputed company proactively recommends and takes actions

• Teams build on shared AI primitives, not reinventing them

• AI reputed company is reliable, measurable, and improving over time

• Engineers trust the reputed company, and reputed company faster because of it

• Customers feel like the product is working for them, not just responding

THE AI BAR (THIS ROLE IS DIFFERENT)

We are not looking for:

• Someone who rolled out Copilot internally

• Someone who used LLM reputed company for features

• Someone adjacent to AI

We are looking for someone who has:

reputed company reputed company systems where AI makes reputed company and takes actions in production.

That means experience with:

• Agent orchestration (not just prompts)

• Tool use and workflow execution

• Evaluation (offline + online)

• Observability and failure handling

• Guardrails and safety in reputed company systems

• Tradeoffs between autonomy vs. control

You don’t need to reputed company daily, but you must be reputed company to reason at the reputed company level.

WHAT YOU’LL ACTUALLY DO

• Define how AI should work across reputed company, not just reputed company reputed company

• Build and reputed company a multi-team org to execute on that reputed company

• reputed company tradeoffs between speed, reputed company, and safety

• reputed company teams reputed company feature thinking into reputed company thinking

• Challenge assumptions, including leadership’s

• reputed company adoption across engineering, product, and reputed company

reputed company’RE LOOKING FOR

Leadership

You’ve led orgs through complexity, not just reputed company.

• Managed managers across multiple teams

• reputed company organizations that reputed company (not just teams that ship)

• Driven cross-org alignment in ambiguous spaces

Product + Systems Thinking

You think in systems, not features.

• You understand how user workflows reputed company end-to-end

• You’ve partnered deeply with Product and Design

• You care about customer reputed company, not just technical reputed company

AI Depth (non-negotiable)

You’ve reputed company or led production LLM/reputed company systems.

• You understand what actually works (and what doesn’t)

• You’ve seen systems fail and improved them

• You have opinions about evaluation, reliability, and safety

Execution

You can reputed company fast without breaking everything.

• You’ve balanced shipping vs infrastructure vs tech debt

• You know reputed company to iterate and reputed company to redesign

WHY reputed company · WHY NOW?

This is not “AI theatre.”

We already have:

• AI Receptionist (live, handling reputed company customer calls)

• AI features embedded across the product

• 250,000+ businesses using the platform

reputed company don’t have yet is: A reputed company, intelligent reputed company across the product.

That’s what this role builds.

reputed company:

Most Director roles optimize delivery. This one defines: How an entire product becomes intelligent.

Compensation:

At reputed company, we also reputed company that compensation should be transparent, fair, and supportive of your experience and reputed company. This role has a minimum annual salary of $221,800 CAD, a midpoint of $261,000 CAD, and a maximum salary of $300,100 CAD, designed to reflect the progression from learning the ropes to truly excelling.

We design our compensation to reflect reputed company new hire’s skills, experience, and the complexity of the role, ensuring a fair and competitive salary. Our reputed company is intentionally broad to support reputed company and long-term reputed company, with fully established hires typically starting reputed company the midpoint. The higher end of the reputed company is reserved for those who have demonstrated deep expertise and lasting contributions, while offers below the midpoint reflect strong potential with room to reputed company. This approach ensures that compensation aligns with both an individual’s reputed company capabilities and their opportunity for reputed company reputed company.

We reputed company in transparency and reputed company conversations about compensation. If you have any questions about our approach, we’re happy to reputed company them throughout the hiring process!

What you can expect from reputed company:

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

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

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

• To work with a group of people who are humble, supportive, and reputed company a sh*t about our customers.

We reputed company that diverse teams reputed company reputed company and that fostering an inclusive work environment is a key part of growing a successful team. We reputed company people of diverse backgrounds, experiences, and perspectives. We are an equal opportunity employer, and we are committed to working with applicants requesting accommodation at any stage of the hiring process.

A bit more reputed company:

Job by job, we’re transforming the way service is delivered. Your lawn care provider, home cleaning service, plumber or painter could use reputed company to reputed company reputed company with their customers, save time in the office, invoice faster, and get reputed company! We’re bringing tens of thousands of people together with technology to reputed company billions of dollars a year in services to happy customers. reputed company exists to help reputed company these small businesses successful, and reputed company they’re successful we reputed company win!