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OpenTablePosted 3 weeks ago

Lead, Sales & Revenue Enablement (New Hire Programs)

$155,000–$165,000 year

HybridToronto, Ontario, Canada

Full TimeSenior LevelLargeHospitality Software

Job Summary

Lead a high-performing team of New Hire Trainers while driving the strategic vision for go-to-market talent ramps across the Restaurant Sales and Services organization. Own the end-to-end strategy for building scalable, role-specific onboarding architecture that accelerates time-to-value and drives repeatable revenue outcomes. Design and scale ramp frameworks for sales, account management, and customer success, balancing central enablement with frontline manager reinforcement. Establish comprehensive metrics tracking ramp velocity, skill adoption, and revenue impact, while evaluating and deploying AI-enabled tools to personalize learning paths and optimize trainer efficiency. Collaborate with Revenue Operations, Sales Leadership, and Product Marketing to ensure ramp strategies reflect evolving field realities. Manage communications outside regular hours to collaborate with international colleagues and address urgent matters.

Required Qualifications

  • 5+ years of experience in Sales/Revenue Enablement, GTM program management, or commercial learning and development
  • 2+ years of direct people management experience, leading team members such as trainers, enablement specialists, or program managers
  • Proven track record of designing, scaling, and executing role-based onboarding programs tied to measurable revenue and performance milestones
  • Demonstrated capability in data-driven enablement, using performance analytics to connect learning initiatives directly to pipeline generation and ramp metrics
  • Practical experience implementing AI tools or AI-assisted workflows within learning, coaching, content generation, or sales execution tools
  • Expectation of coming into the office two days a week

Desired Qualifications

  • 7+ years of revenue enablement experience within a fast-paced SaaS, B2B, or multi-channel GTM organization
  • Hands-on experience supporting multi-track teams across field sales, inside sales, account management, and customer success
  • Expertise in defining the operating model between central Revenue Enablement and frontline sales leadership to drive co-ownership of onboarding success
  • Strong cross-functional leadership presence with experience partnering directly with VP- and C-level revenue executives

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