Director, Sales Enablement & Revenue Impact

Tech Sales Jobs; Kitchener; Hybrid; CAD 181,000 - 246,000; Full time

Benefits offered by this job

Extended health benefits

Stock options

RRSP/TFSA matching

Career coaching

Job summary

Jobber seeks a Director, Sales Enablement to lead Enablement Programs within the Sales Enablement & Operations team. You will manage a team of five to six, ensuring every seller is ready to win from day one and through every launch, tracking ramp speed, certification and revenue impact.

You’ll partner with Product, Marketing, and Customer Success to align enablement with business needs, and bring AI-driven content and coaching to the workflow.

Qualifications

• Extensive experience in sales enablement, revenue operations, or sales leadership.
• Demonstrated people leadership experience, including managing managers.
• Proven track record of leading enablement for product or pricing launches in a B2B SaaS environment.
• Hands‑on fluency with AI tools in enablement work itself: content generation, coaching and roleplay, and knowledge management.
• Experience building structured, scalable learning frameworks rather than one‑off training events.
• Strong stakeholder management with director‑level and senior partners across Product, Marketing, and Sales leadership.
• Comfort operating with ambiguity and building infrastructure where none exists yet.
• Sharp written and verbal communication.
• A bias toward outcomes over activity, and the judgment to know the difference.

Responsibilities

• Set the strategy for onboarding, training, certification, and coaching across the sales org, and build, manage, and upskill a team of enablement managers and practitioners.
• Own ramp programs and certification standards across go-to-market roles, and hold the bar on what “certified and ready” actually means.
• Lead enablement for new product, pricing, and process launches, building workback plans that trace every training, content, and certification milestone back from the launch date.
• Build structured, repeatable playbooks and coaching frameworks, and keep them current as products, segments, and motions change.
• Bring AI into how the team builds and delivers enablement — content creation, coaching feedback loops, practice and roleplay, knowledge access — and into what reps are taught to use in their own workflow.
• Partner with Product, Product Marketing, Sales leadership, and Customer Success so enablement priorities match what the business needs next, and launches land with sales rather than at sales.
• Define success beyond completion rates, and report on ramp time, certification pass rates, and downstream impact on pipeline and revenue.

Skills

Sales enablement

Revenue operations

Leadership

Onboarding

Training

Certification programs

Product launches

AI tools

Stakeholder management

Strategic planning

Tools

AI tools

Job description

Jobber seeks a Director, Sales Enablement to lead Enablement Programs within the Sales Enablement & Operations team. You will manage a team of five to six, ensuring every seller is ready to win from day one and through every launch, tracking ramp speed, certification and revenue impact.

You’ll partner with Product, Marketing, and Customer Success to align enablement with business needs, and bring AI-driven content and coaching to the workflow.