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Salary: CAD 140,000 - 160,000 / annual
Owner is an AI-native platform helping local business owners (starting with restaurants) succeed by replacing fragmented tools with a unified system covering websites, online ordering, CRM, POS, and more. The company has generated tens of millions in revenue since 2020, processed over a billion dollars in online orders, and helped 20,000+ restaurant owners save nearly $200 million in fees. Owner is remote-first and globally distributed, with a sales hub in Toronto and headquarters in San Francisco.
You will own and mature the enablement program specifically for the Account Executive organization. This is a hands-on role combining strategic program design with direct coaching and content development. You'll report to sales leadership and partner closely with RevOps, product, and marketing to ensure enablement drives measurable revenue outcomes.
Key Responsibilities:
- Design and execute an outcomes-focused AE enablement roadmap with quarterly plans and monthly sprints, ruthlessly prioritizing initiatives that impact quota attainment and revenue growth.
- Build, deliver, and continuously refine the new-hire AE onboarding program. You'll spend significant time in-office delivering hands-on training, coaching, and culture integration.
- Develop competency-based training programs in discovery, demos, pipeline management, and negotiation. Create role-transition programs for BDR-to-AE advancement and use simulation tools for at-scale coaching.
- Build and improve eLearning modules, battlecards, playbooks, talk tracks, competitor guides, and process documentation. Ensure content is engaging, scalable, and drives adoption and performance gains.
- Leverage AI tools to enhance training design, personalize learning paths, automate content creation, and amplify team effectiveness.
- Partner cross-functionally to align enablement with business priorities, product updates, and frontline rep needs. Drive adoption of new sales frameworks across the revenue organization.
- Measure everything against revenue outcomes: rep productivity, deal velocity, pipeline health, and quota attainment.
You'll work day-to-day with senior sales leaders, frontline managers, sales enablement leadership, marketing, product, and the broader enablement team.
Requirements:
- 3–5 years of sales experience with real closing or quota-carrying exposure; ideally a top performer who understands deal cycles and the AE grind.
- 6+ years in sales enablement, building and scaling programs that demonstrably drive revenue outcomes.
- Track record of translating sales motion and rep challenges into scaled training and development programs.
- Strong hands-on experience with Salesforce, Salesloft, Outreach, Avvara, and eLearning platforms (e.g., WorkRamp) for building and delivering training content.
- Outstanding coaching and facilitation skills; comfortable training groups, conducting 1:1 coaching, and translating feedback into development plans.
- Passion for leveraging AI to transform enablement design and delivery.
- Organized, adaptable, and hyper-collaborative with leadership; an activator, not a blocker.
- Obsessed with measuring enablement's direct impact on revenue, pipeline, and quota attainment.