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Salary: CAD 73,000 - 122,000 / annual
Jobber is a SaaS platform helping small service businesses (lawn care, plumbing, cleaning, painting) manage customer relationships, scheduling, invoicing, and payments. The company operates in a $400B industry with no dominant player.
Role Overview:
Reporting to the Senior Manager of Expansion, you will lead and develop a rapidly growing sales team of 8+ expansion representatives. This is a hands-on management role where you'll drive revenue growth, build a high-performing sales culture, and directly shape the expansion function's strategy and execution.
Key Responsibilities:
- Manage a team of 8+ sales representatives with focus on performance management, 1:1 coaching, career planning, and creative development programs. Ensure team members understand clear paths to success.
- Lead weekly team meetings and provide monthly/quarterly target updates with analysis of key metrics and improvement opportunities. Foster a data-driven, feedback-rich sales culture.
- Collaborate cross-functionally with Marketing, Customer Success, and Product teams to ensure effective rollout of campaigns, product launches, and customer initiatives with strong alignment.
- Build and refine the sales process to meet the needs of small, mobile service business owners. Drive continuous improvement through feedback loops and customer-centric thinking.
- Recruit, onboard, and train new sales hires to reduce ramp-up time and accelerate productivity.
- Analyze sales metrics and forecasting rigorously to measure initiative success and inform strategy adjustments.
- Lead change and shape the evolving Expansion function through thoughtful strategy and disciplined execution.
- Embody company culture: humble, supportive, and genuinely invested in customer and team success.
Work Environment:
Hybrid role based in one of Jobber's hub cities: Edmonton, Toronto, Vancouver, or Kitchener-Waterloo. The company emphasizes intentional in-person collaboration for building, brainstorming, and connection.
Compensation & Benefits:
Base salary: $73,000 CAD
Commission: $49,000 CAD
On-Target Earnings (OTE): $122,000 CAD
Additional benefits include equity/stock options, extended health coverage with fully paid premiums, RRSP/TFSA/FHSA matching, annual health and wellness stipends, and access to a dedicated Talent Development program with career coaching and leadership development.
Requirements:
- Sales management or team-lead experience required.
- Extensive background as a sales consultant, executive, or account manager in high-volume, short-cycle B2B environments.
- Proven track record of ambitious career growth, exceeding targets, and motivating others to achieve the same.
- Strong proficiency with Salesforce, Excel, and data analysis tools needed to drive decision-making.
- Ability to balance big-picture strategic thinking with meticulous attention to execution and delivery details.
- Demonstrated commitment to coaching and team development; skill in identifying strengths and performance gaps, and conducting effective conversations around growth and performance.
- Excellent communication and relationship-building skills. Must build trust quickly with peers and stakeholders in a fast-moving environment.
- Ability to communicate and articulate strategic concepts to executives and translate high-level ideas into execution.
- Genuine passion for sales, customer success, and Jobber's mission to help small businesses thrive.