Revenue Enablement Specialist (AI)

Location: Toronto-based hybrid role with 2 days per week in-office; during monthly new-hire onboarding, 5 days per week in-office for approximately 2.5 weeks per month. The role may otherwise be performed remotely, except during Toronto onboarding weeks.

Salary: $120,000–$140,000 CAD annual base salary, plus equity.

Company

Owner is an AI-native platform helping independent restaurants and other local businesses manage websites, online ordering, CRM, POS, demand generation, and daily operations.

What you will do

• Own the XDR enablement roadmap, quarterly plans, monthly sprints, and change management initiatives.
• Deliver and continuously improve the monthly XDR onboarding program and XDR Academy in Toronto.
• Build competency-based training, development paths, and performance-improvement programs for SDR and BDR representatives.
• Maintain XDR training content, knowledge-base documentation, sales plays, talk tracks, and actionable sales resources.
• Partner with XDR frontline managers, Revenue Enablement, AE leadership, Product, Marketing, and RevOps.
• Improve ramp time, rep performance, productivity, and readiness for promotion into AE roles.

Requirements

• 3–5+ years of sales experience as an SDR, BDR, AE, or sales leader, with a record of exceeding quota.
• Experience leading, coaching, or supporting SDR/BDR teams as a manager, senior representative, or enablement partner.
• Top performance in a quota-carrying SDR or BDR role.
• Hands-on experience training sales representatives, improving sales processes, or building scalable performance workflows.
• Ability to own projects end-to-end, communicate clearly, navigate ambiguity, and align stakeholders.
• Strong attention to detail, organization, quality, consistency, and follow-through.

Culture & Benefits

• Remote-first, global company with a sales hub in Toronto and offices in San Francisco and Toronto.
• Work-from-anywhere flexibility outside required Toronto onboarding weeks.
• Comprehensive health coverage.
• Unlimited paid time off.
• Pre-IPO equity package and additional company perks.