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Director, Sales Enablement

JOBBER
Toronto, CAN
Full-time
Onsite
$181,400 to $245,500,
Discovered 2 weeks ago
Sales enablementSales onboarding and trainingCertification program developmentPeople leadershipB2B SaaSProduct and pricing launches

Full Job Posting

Role overview

The Director, Sales Enablement reports to the Senior Director, Sales Enablement & Operations and leads Enablement Programs.

The role leads a team of five to six and is accountable for seller readiness, launch outcomes, ramp speed, pipeline, and revenue.

Sales Enablement & Operations supports go-to-market planning, compensation, revenue technology, and seller development.

Responsibilities

  • Set onboarding, training, certification, and coaching strategy; build and develop the enablement team.
  • Own ramp programs and certification standards across go-to-market roles.
  • Plan and deliver enablement for product, pricing, and process launches, working back from launch dates.
  • Create and maintain repeatable playbooks and coaching frameworks as products, segments, and sales motions evolve.
  • Use AI for enablement content, coaching feedback, practice, roleplay, knowledge access, and seller workflows.
  • Partner with Product, Product Marketing, Sales leadership, and Customer Success to align priorities and launch readiness.
  • Report ramp time, certification pass rates, and downstream pipeline and revenue impact.

Qualifications

  • Extensive experience in sales enablement, revenue operations, or sales leadership, including scaled onboarding, training, or certification programs.
  • People leadership experience, including managing managers and developing a team.
  • Track record leading product or pricing launch enablement in B2B SaaS.
  • Hands-on fluency with AI for content generation, coaching and roleplay, and knowledge management.
  • Experience building structured, scalable learning frameworks.
  • Strong stakeholder management with senior Product, Marketing, and Sales partners; able to influence roadmaps and go-to-market timing.
  • Comfort with ambiguity and building new infrastructure; strong written and verbal communication.
  • Outcome-oriented judgment and focus on business results.

Compensation

  • Annual base salary range is $181,400 to $245,500, with a midpoint of $213,500.
  • Total compensation includes equity, health and wellness stipends, retirement savings matching, and extended health benefits.

Location and work setup

  • Candidates must be based in one of Jobber's hub cities: Edmonton, Toronto, Vancouver, or Kitchener-Waterloo.
  • The employer describes in-person collaboration as useful at times; no specific remote or hybrid policy is stated.

About Jobber

Jobber provides technology that helps small home-service businesses quote, schedule, invoice, and collect customer payments.

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