Senior Manager of Sales Planning & Operations, Jobber

CA$151.2-204.5k

Fully established hires typically starting around the midpoint ($177,900). The higher end of the range is reserved for those who have demonstrated deep expertise and lasting contributions, while offers below the midpoint reflect strong potential with room to develop + Stock options

SQL

Tableau

Looker

Excel

Google Sheets

Senior and Expert level

Toronto

Vancouver

1+ day a week in office

Job tracking and customer management software for home service businesses

Be an early applicant

Job tracking and customer management software for home service businesses

1001+ employees

B2BCommunicationCustomer serviceFinancial ServicesSaaSMobile

Be an early applicant

CA$151.2-204.5k

SQL

Tableau

Looker

Excel

Google Sheets

Senior and Expert level

Toronto

Vancouver

1+ day a week in office

1001+ employees

B2BCommunicationCustomer serviceFinancial ServicesSaaSMobile

Company mission

To help home service professionals around the world win.

Job

Company

Role

Who you are

Extensive experience in FP&A, revenue operations, or sales operations with direct ownership of quota modelling, capacity planning, or sales planning, ideally with some exposure to managing or mentoring junior talent
Proven ability to build planning models from scratch in a high-growth SaaS environment, not just maintain inherited ones
Strong analytical foundation: fluent in Excel/Google Sheets for modelling; SQL or BI tool exposure (Looker, Tableau, etc.) is a plus
Ability to leverage AI into workflows. Jobber is an AI first organization and this role will need to leverage and include AI to be effective and efficient
Comfort operating in ambiguity. You won't be handed a process; you'll design it
Track record of influencing director+ stakeholders with data, including stakeholders outside your own function, not just producing outputs they ignore
Strong communication skills as a core requirement, not a soft nice-to-have: demonstrated ability to translate rep-level math into exec-level clarity, and to explain how a target set at the top actually plays out on the ground — in both directions
Builder mindset — gets more excited by a blank slate than a polished system
High ownership — treats the number like it's their own
Cross-functional instinct — naturally connects Sales, Finance, and Ops rather than staying in a lane
Precision without perfectionism — knows the difference between a model that's good enough to act on and one that needs another week
Clear communicator — can hold their own in a room with directors and VPs who challenge the model's assumptions, not just present to them
People-leader potential — wants to build and grow a team, not just an individual body of work

What the job involves

We’re looking for a Senior Manager, Sales Planning & Operations to be part of our Sales department
Jobber exists to help people in small businesses be successful. We work with small home service businesses, like your local plumbers, painters, and landscapers, to transform the way service is delivered through technology
With Jobber they can quote, schedule, invoice, and collect payments from their customers while providing an easy and professional customer experience. Running a small business today isn’t like it used to be—the way we consume and deliver service is changing rapidly, technology is evolving, and customers expect more
That’s why we put the power and flexibility in their hands to run their businesses how, where, and when they want!
Reporting to the Senior Director, Sales Enablement & Operations, the Senior Manager, Sales Planning & Operations will own the end-to-end sales planning function for a scaling B2B SaaS company serving the home services market
This is a builder role with an eye to the numbers, with a growing leadership mandate
You'll partner at the senior levels across Finance/FP&A, Sales Leadership, Strategy & Operations, and Marketing to build the analytical infrastructure that connects strategic direction to field execution
The mandate isn’t just setting the goals though, it’s to make sure the execution is on track and results are shared broadly
This isn't a "run the model someone else built" job
You're building the model, building the team around it, and building the translation layer that turns targets into field-ready plans and field reality back into decisions leadership can act on
Bottom-up sales planning. Rep-level quota models, channel-level capacity plans, and segment-level rollups that stress-test top-down targets from below
Forecasting infrastructure. Design and run the operating rhythm for how SE&Ops inputs into the forecast: by channel, by initiative, and by segment, including the intersections across them. Outputs include headcount planning and quota setting
Quota and capacity design. Own the analytical work behind quota-setting and compensation plan design. Work with Finance to validate assumptions from the top; work with Sales leadership to ground-truth the outputs
Goal-setting translation. Own the two-way translation between company-level targets and field-level goals: how a top-down revenue or growth target decomposes into segment/channel/rep targets, and how performance against those targets rolls back up into a coherent read-out for Sales, Finance, and executive stakeholders
This is a distinct deliverable, and requires being equally fluent in the math and in telling the story to a director or VP who wasn't in the room when the model was built
Planning cadence. Stand up the Q4 planning process as the first end-to-end cycle. Establish the repeatable model for how SE&Ops anchors into annual and quarterly planning going forward
Team build. Hire and manage a Planning Analyst within Year 1 as the function's first direct report, with the expectation that this team grows further as scope expands

Our take

For businesses that sell home services, it can be difficult to keep up with paperwork, scheduling appointments, and chasing payments, especially when their teams are small. Jobber delivers a comprehensive toolbox to keep track of all these aspects, so that small business owners can concentrate on more important things like serving their customers and building their brand.

Jobber was founded in 2011, initially to help a friend who owned a small painting business. The founders quickly discovered that what they were building could help many more owners across several industries, going on to launch the product, which is now used by over 300,000 home service professionals in over 60 countries.

What makes Jobber stand out is that it collects all the vital parts of running a home services business into one place, removing the burden of keeping track of multiple sources of information. The company has seen significant funding, which it has invested in R&D and growing its customer base, and boasts four consecutive years on The Globe and Mail's Canada's Top Growing Companies List.

Steph

Company Specialist at Welcome to the Jungle

Insights

Top investors

15% employee growth in 12 months

Glassdoor (3.3)

Company

Funding (last 2 of 7 rounds)

Jan 2023

$100m

SERIES D

Jan 2021

$60m

GROWTH EQUITY VC

Total funding: $185.8m

Company HQ

Downtown, Edmonton, AB

Leadership

Sam Pillar

(Co-Founder & CEO)

Prior to co-founding Jobber in 2011, Sam was a Freelance Software Developer at Cardboard Creative and a Business Analyst/Management Consultant at CGI.

Forrest Zeisler

(Co-Founder & CTO)

Experienced Developer, with a degree in Engineering from the University of Alberta.

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