Back to job search
Caseware logo
CasewareVerified Job Source

Sales Enablement Leader

  • Toronto, ON
  • Hybrid
  • Posted Aug 5, 2026
  • 1 position

$100,000–$115,000 / year

Opens an external site

Sign in to save this job
Employment type
Full-time
Experience level
Senior · 5+ years
Posting language
English
Working hours
40 hours per week

Job summary

The Sales Enablement Leader will build the enablement function from the ground up, creating core content, resources, and training programs for sales and solutions consulting teams. They will partner with cross-functional teams to align messaging, identify gaps in the sales journey, and drive global scaling of enablement initiatives.

Job details

The Sales Enablement Leader will build the enablement function from the ground up, creating core content, resources, and training programs for sales and solutions consulting teams. They will partner with cross-functional teams to align messaging, identify gaps in the sales journey, and drive global scaling of enablement initiatives. Candidates must have 4–6 years of experience in sales enablement, operations, product marketing, or training, with a proven ability to create structure in fast-moving environments. Strong hands-on execution skills, the ability to influence without formal authority, and experience with SaaS or B2B trial motions are required.

What you’ll do

The Sales Enablement Leader will build the enablement function from the ground up, creating core content, resources, and training programs for sales and solutions consulting teams. They will partner with cross-functional teams to align messaging, identify gaps in the sales journey, and drive global scaling of enablement initiatives.

Requirements

Candidates must have 4–6 years of experience in sales enablement, operations, product marketing, or training, with a proven ability to create structure in fast-moving environments. Strong hands-on execution skills, the ability to influence without formal authority, and experience with SaaS or B2B trial motions are required.

Benefits

  • Health insurance
  • Retirement plans
  • Performance bonuses
  • Flexible work options
  • Generous time-off policies

Listed skills

  • Training · Preferred
  • Data analysis · Preferred
  • Project management · Preferred
  • Onboarding · Preferred
  • Cross-Functional Collaboration · Preferred

Other relevant skills

Identified from the job description. Confirm important requirements above.

  • Sales enablement
  • Sales operations
  • Product marketing
  • Training
  • Content creation
  • Cross-functional collaboration
  • Strategic planning
  • SaaS
  • B2B
  • Presentation skills
  • Data analysis
  • Project management
  • Market research
  • Competitive positioning
  • Onboarding

Job areas

  • Sales
  • Software
  • Management & Leadership
  • Finance & Accounting
  • Consulting

More jobs from Caseware

See all jobs from Caseware