Senior Commercial Pricing Manager

Jobber•Toronto, ON

4d•CA$121,000 - CA$163,600•Hybrid

About The Position

Jobber is seeking a Senior Commercial Pricing Manager to join their Monetization and Market Intelligence team. This role is crucial for driving value and revenue growth within one of Canada's leading software companies. Jobber focuses on empowering small home service businesses with technology to manage their operations efficiently, from quoting and scheduling to invoicing and payments. The company prides itself on a culture of transparency, inclusivity, collaboration, and innovation, recognized by various prestigious awards. The Monetization and Market Intelligence (MMI) team is responsible for the monetization roadmap, leveraging market insights, competitive intelligence, and optimized pricing strategies to drive revenue growth. Their mission is to help Jobber excel in the competitive SaaS market by maximizing value capture throughout the customer lifecycle and providing best-in-class pricing strategies and guidance.

Requirements

Extensive years of experience in pricing strategy, revenue optimization, deal desk design, or commercial operations — ideally in B2B SaaS or subscription businesses.
Demonstrated track record of building or leading a commercial pricing or deal desk function from the ground up
Proven ability to work with and influence CRO, CFO, and VP-level stakeholders on commercial pricing strategy and trade-offs; experience presenting pricing insights and recommendations.
Strong quantitative skills with demonstrated ability to model discount economics, measure price realization, and design test-and-learn frameworks.
Experience defining commercial pricing KPIs and building reporting that connects pricing decisions to revenue outcomes.
Outstanding communication skills — able to translate complex pricing dynamics into clear, compelling narratives for any audience, from a sales rep to the CFO.
Proven ability to drive cross-functional alignment across Sales, Finance, RevOps, and Product without formal authority; comfortable leading through influence in a high-stakeholder-complexity environment.
Courage to act in high-stakes, ambiguous situations — able to make sound decisions with imperfect information and hold positions under commercial pressure.

Responsibilities

Own Jobber's commercial pricing strategy across all revenue motions — sales-assisted, self-serve, channel/franchise, and fintech/payments — and drive continuous improvement in revenue quality and price realization.
Set and evolve the commercial pricing philosophy — discount architecture, deal authority framework, exception governance, and the principles that align sales execution with revenue goals.
Architect and lead the deal desk function, including tooling, workflows, approval tiers, and the operating model that enables scalable, high-velocity commercial execution without sacrificing governance.
Design new commercial models exploring opportunities like contract structures, intentional discount logic, and offer architecture for our largest customers — translating their complexity into a repeatable, scalable commercial approach.
Own the promotional strategy across all motions, setting the framework for when Jobber runs promotions, at what depth, for which segments, and how to measure whether they are creating value or training the market.
Support Jobber's payments incentive strategy, designing how pricing offers accelerates payments adoption, owning the test-and-learn roadmap.
Operates as Jobber's commercial pricing authority across Sales, Finance, RevOps, and Product and serves as the internal expert when complex commercial trade-offs need to be made.
Build pricing intelligence as a capability: discount elasticity signals, win/loss integration, competitive benchmarking, and a test-and-learn framework that makes commercial pricing decisions continuously smarter.