Director, Product Management (Marketing Agent) at Jobber · Toronto

300K+ Businesses on Platform // Profitable - Not VC-pressure dependent

THE PROBLEM YOU'D OWN

A landscaper finishes a job in a neighbourhood full of potential customers. The work is good. The yard looks great. The homeowner is happy. But nobody nearby knows this company exists, nobody is asking for a quote, and by the time the owner gets home at 7pm, marketing is the last thing on their mind.

This is the reality for most businesses on Jobber. They know they should be doing more to attract customers and stay top of mind. They just don't have a marketing person, a budget, or the time to figure it out. The ones who try usually waste money on generic ads that don't convert or platforms that weren't built for their business.

That's the gap. And Jobber is the right company to close it, with AI.

The Marketing Agent is Jobber's answer: a product that acts as a dedicated marketing resource for service providers, doing the work they don't have time for. This is Jobber's first agentic product and the first chapter of a broader AI roadmap. The decisions you make here won't just define one product. They'll define how Jobber builds AI, what quality looks like when a product acts on a customer's behalf, and what "trust" means when the stakes are real.

That's the problem you'd own.

THE CUSTOMER

You're building for the person who is already stretched thin.

The electrician who runs a four-person crew, does the books on weekends, and hasn't had time to update their Google Business profile in two years. The cleaning company owner who knows her best customers came from a referral three years ago and has been hoping that keeps working. The landscaper who just hired two more people and knows he needs more jobs to come in but has no idea where to start.

Marketing is not abstract for these people. It is the difference between a full schedule and a slow month. Between growing and staying stuck. They are not looking for a marketing course or a dashboard full of options. They want something that works, without adding more to their plate.

The Director who succeeds in this role will understand that instinctively. They'll do discovery with actual business owners, not just analysts. They'll feel the difference between a feature that's clever and one that actually changes how a business operates.

WHAT YOU'D OWN

Full ownership of Jobber's Marketing Agent, from vision to execution.

This is not a feature team. You'd own the product end to end: what it does, how it works, what quality looks like when AI is generating content and taking action on behalf of a customer's business. You'd lead a team of Product Managers, set the direction, and drive outcomes across a portfolio with real commercial weight.

Product scope

Review management, online presence, AI-generated campaigns, lead capture, reputation tools, and the emerging agentic workflows that sit underneath all of it

Cross-functional partners

Engineering, Design, Analytics, GTM, and the broader AI platform team

What 'good' looks like

More service providers actively marketing their business. Higher activation on marketing features. Customer growth that can be attributed to the platform. Trust metrics that hold up when AI is acting on someone's behalf.

AI opportunity

This entire product area is AI-native. Content generation, smart scheduling, personalization at scale, automated reputation management, campaign optimization. You'd be defining what responsible AI action looks like in a context where getting it wrong costs a small business real money.

Team structure

You'd lead a team of PMs across an established product portfolio and new bets, with a direct line to the CPO and close partnership with Engineering and Design leadership.

The person we're looking for will have genuine opinions about the multi-year vision for this product, the credibility to align a cross-functional team around a direction, and the judgment to make hard calls in a space where the playbook doesn't fully exist yet.

WHAT WE'RE LOOKING FOR

• You've built and shipped an AI-native product where the intelligence is central to the value, not a layer on top of it. You understand what it means to define quality when the output is non-deterministic and the stakes are real.
• You've led through genuine ambiguity and know how to make hard calls without defaulting to lower standards or cutting scope too early.
• You understand SMB customers. Not just their workflows, but their constraints. What "saving time" actually means when you're running payroll, managing a crew, and trying to grow at the same time.
• You can take incomplete data, emerging patterns, and undefined baselines and turn them into clear decisions. You're honest about uncertainty and direct about your reasoning.
• You have strong commercial judgment. You can connect product strategy to customer value and business outcomes, and you've owned metrics that mattered.
• You've led and developed teams of 5 or more Product Managers. You know how to build a strong product culture, not just manage a portfolio.
• You have 8 or more years of product management experience, including direct ownership of commercial outcomes in a SaaS environment. MarTech or CRM experience is helpful. Experience in vertical SaaS and serving SMBs matters more.

WHY JOBBER, WHY NOW

Stable company, genuine bet. These don't usually come together.

Most senior product leaders are choosing between stability and interesting work. Jobber is something rarer: a company that found product-market fit, is profitable, has 300,000 customers on platform, and is making aggressive AI bets right now. Not because it has to. Because the opportunity is real and the foundation is there to take it.

We've been building for over 15 years. The Globe and Mail named us a Top Growing Company. Deloitte put us on the Fast 500. We have real tenure in the leadership team and a culture where decisions get made and stuck to.

We've already shipped AI Receptionist, a live production product that answers calls, books jobs, and handles customer inquiries for service pros. That's not a prototype. The Marketing Agent is the next chapter, and it's the most ambitious product bet we've made.

The $400 billion home services market has no dominant software player. That means there's still an enormous amount of ground to take, with the infrastructure and track record to take it.

How we work: Hybrid, from our hub cities (Edmonton, Toronto, Vancouver, and Kitchener-Waterloo). Real collaboration means your team actually shows up together. You'll have flexibility and a room full of people working on the same problems you are. Being outside of our hub cities does not limit your ability to join us. We are always on the lookout for the right people to join our roles and will find opportunities for you to connect with the team.

THE PROCESS

We run a structured, respectful process. No surprise homework. No trick questions. We're evaluating whether you can do the job, and you should be evaluating whether this is the right place to do it.

• TA screen: 30 to 40 minutes with Danielle. Focused on your background, how you work, and what you're looking for. We'll tell you honestly what this role is.
• HM screen: 60 minutes with Matt Kaplan, Chief Product Officer. Focused on how you think about product problems: discovery, prioritization, and strategy.
• Leadership interview: A conversation with someone (or a couple of people) from our executive team.
• Functional panel: Structured interviews with the broader product team. We'll be specific about what we're evaluating and why.
• Reference and background checks: We do these. We'll ask about the things that matter for this role specifically.
• Offer: If we're aligned, we move fast.

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

We believe that diverse teams perform better and that fostering an inclusive work environment is a key part of growing a successful team. We welcome 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 about us:

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