Who you are

- 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

- 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

What the job involves

- The Lead, Sales &
- Revenue Enablement will lead a high-performing team of New Hire Trainers and drive the strategic vision for how OpenTable ramps go-to-market talent across the Restaurant Sales and Services organization

- This role owns the end-to-end strategy for building scalable, role-specific onboarding architecture designed to accelerate time-to-value, instill high-performing sales behaviors, and drive repeatable revenue outcomes

- As a key strategic partner to Revenue Operations and GTM leadership, you will define the intersection of enablement-led training, certification,



and frontline manager coaching while leveraging data-driven insights and AI-enabled technologies to modernize sales enablement at scale

- People Leadership &

- Coaching: Direct, coach, and develop a team of Current Hire Trainers, fostering a high-performance culture, setting clear priorities, and driving operational excellence across all onboarding programs

- Program Strategy &

- Architecture: Own the multi-track onboarding strategy and end-to-end program design, establishing standardized graduation milestones, skill certifications, and readiness criteria aligned with GTM business priorities

- Building Scalable Programs: Design and scale role-specific ramp frameworks across sales, account management, and customer success, balancing central enablement delivery with structured frontline manager reinforcement and accountability

- Data-Driven Enablement &

- Impact: Establish comprehensive enablement metrics—moving beyond completion rates to track ramp velocity, skill adoption, behavioral changes, quota attainment, and revenue impact

- AI &

- Modern Enablement Modernization: Evaluate and deploy AI-enabled tools and automated workflows to personalize learning paths, enhance role-play coaching, optimize trainer efficiency, and provide just-in-time performance support

- Cross-Functional Strategic Partnership: Collaborate with Revenue Operations, Sales Leadership, Product Marketing, and GTM teams to ensure ramp strategies continuously reflect evolving field realities and market conditions

Benefits

- Work from (almost) anywhere - wherever you do your best work

- Mental health and well-being - company-paid therapy sessions through SpringHealth, company-paid subscription to HeadSpace, and company-wide weeks off a year so the whole team can recharge

- Generous parental leave
- Generous paid vacation + time off for your birthday

- Paid volunteer time
- Enriched learning and development opportunities - leadership development & access to thousands of on-demand e-learnings

📌 Sales & Revenue Enablement Lead (Toronto)
🏢 OpenTable
📍 Toronto