Head of Sales Enablement

Quantcast; Toronto; On-site; CAD 120,000 - 140,000; Full time

Job summary

A leading company in digital advertising is seeking a Head of Sales Enablement to drive commercial excellence. This senior role involves owning the enablement strategy, collaborating with various teams, and developing impactful training programs. Ideal candidates will have extensive experience in sales enablement within adtech or SaaS environments, showcasing strategic thinking and leadership skills.

Benefits

Performance Bonus

Equity

Comprehensive Benefits Package

Medical Coverage

Dental Coverage

Vision Coverage

Retirement Plans

Qualifications

• 8+ years of Sales Enablement experience in adtech, SaaS, or media sales.
• Proven track record of leading high-performing enablement programs.

Responsibilities

• Own and evolve the global Sales Enablement strategy.
• Lead design and delivery of enablement programs.
• Develop content and curriculum for commercial teams.

Skills

Sales Enablement

Cross-functional Leadership

Strategic Thinking

Collaboration

Communication

Tools

Salesforce

Job description

Get AI-powered advice on this job and more exclusive features.

At Quantcast, we're redefining what's possible in digital advertising. As a global Demand Side Platform (DSP) powered by AI, we help marketers connect with the right audiences and deliver measurable results across the Open Web. Our foundation is built on cutting-edge measurement and consumer analytics, giving our clients the tools they need to drive success in an ever-evolving digital landscape.

Since our start in 2006, we've pioneered industry firsts—from launching the original measurement platform for digital publishers to introducing the first AI-driven DSP. If you're ready to be part of a dynamic, forward-thinking team that thrives on creating transformative solutions, Quantcast is the perfect place to grow your career.

We’re looking for a strategic and experienced Head of Sales Enablement to lead our global enablement function and drive commercial excellence across our revenue teams. This senior leadership role sits within the Marketing team and partners closely with Sales Leadership, Product Marketing, and Customer Success to ensure our customer-facing teams are equipped to deliver on our growth ambitions.

In this role, you'll own the strategy, design, and execution of enablement programs that accelerate ramp time, elevate selling capabilities, and align our go-to-market efforts in an increasingly dynamic ad-tech ecosystem. You’ll bring a data-driven mindset, exceptional cross-functional leadership skills, and a passion for building scalable, high-impact programs that move the needle on revenue.

What You'll Do

• Own and evolve the global Sales Enablement strategy, aligning programs to key business goals and revenue growth targets.
• Lead the design and delivery of enablement programs spanning onboarding, continuous learning, industry education, skills development, and manager readiness.
• Partner cross-functionally with Sales, Marketing, Product, and Customer Success to ensure consistent messaging, sales strategy alignment, and GTM readiness.
• Develop content and curriculum across multiple modalities to upskill commercial teams in Quantcast’s solutions, industry trends, programmatic buying, measurement, and sales methodologies.
• Equip teams with tools and resources—including playbooks, competitive intel, objection handling, and value messaging—to drive deal progression and customer outcomes.
  
  

Who You Are

• 8+ years of Sales Enablement experience, with a proven track record of leading high-performing enablement programs in adtech, SaaS, or media sales environments.
• Strategic thinker with strong operational chops—you can see the big picture while executing flawlessly.
• Deep understanding of sales processes and go-to-market motions, and a knack for aligning enablement to business outcomes.
• Experienced in sales methodologies such as MEDDIC, Challenger, or SPIN Selling.
• Skilled in leveraging CRM (e.g., Salesforce) and enablement platforms to scale programs and track impact.
• Comfortable designing and delivering training via learning management systems (LMS), live sessions, and digital formats.
• Strong collaborator and communicator, with experience influencing senior stakeholders and driving cross-functional alignment.
• Curious, adaptable, and proactive in staying on top of market trends and applying insights to enablement strategy.
  
  

At Quantcast, we craft offers that reflect your unique skills, expertise, and geographic location. On top of a competitive salary, this position includes eligibility for a performance bonus, equity, and a comprehensive benefits package. Depending on your location, this may include generous vacation, medical, dental, and vision coverage, and retirement plans. For more details, visit our Careers page and see how we support our team. Please see the Applicant Privacy Notice for details on our applicant privacy policy.

Founded in 2006 and headquartered in San Francisco, we are a diverse, aligned community with offices across 10 countries worldwide. Join the team that unlocks potential.

Quantcast is an Equal Opportunity Employer.

Seniority level

• Seniority level

  Executive

Employment type

• Employment type

  Full-time

Job function

• Job function

  Sales and Business Development

• Industries

  Technology, Information and Internet

Referrals increase your chances of interviewing at Quantcast by 2x

Sign in to set job alerts for “Head of Sales” roles.

Markham, Ontario, Canada $195,892.00-$352,606.00 5 days ago

Toronto, Ontario, Canada CA$120,000.00-CA$140,000.00 2 weeks ago

Whitchurch-Stouffville, Ontario, Canada 1 month ago

Territory Manager - Mississauga Peterbilt

We’re unlocking community knowledge in a new way. Experts add insights directly into each article, started with the help of AI.