Sales Enablement Manager, AE

Why we're looking for you

Owner is growing fast, and our Account Executive team is the engine of that growth. We’re looking for a sales-first Revenue Enablement Manager to own and progress the enablement program maturation specifically for our AE organization.

This role is ideal for someone who has lived the closing sales motion, as a top-performing Account Executive or Sales Leader, and is excited to apply that experience to building training, onboarding, and development programs that actually move the needle. We’re looking for a grinder and builder: someone who understands the nuances of discovery, deal cycles, pipeline management, demos, and negotiation because they’ve done it themselves.

Location: Toronto-based role with a hybrid schedule (2 days/week in-office). During monthly new-hire onboarding, this role is expected to be in-office 5 days/week (apx 2 weeks per month)

The Role

We're hiring a Revenue Enablement Manager to own AE enablement and drive measurable revenue impact. You'll build and execute an outcomes-focused enablement roadmap, ruthlessly prioritizing initiatives with the highest impact on sales performance, quota achievement, and revenue growth.

What You'll Own:

• Program Strategy & Execution: Design and deliver the AE enablement roadmap with quarterly plans and monthly sprints. Roll out frameworks, playbooks, and training that directly correlate to rep productivity, deal velocity, and quota attainment. Measure everything against revenue outcomes.
• New Hire Onboarding: Deliver, refine, and scale our AE onboarding program continuously. You'll be in-office for a significant portion of the program to drive hands-on training, coaching, and culture fit, essential for setting reps up to win. Your hybrid flexibility is critical to supporting this in-person collaboration.
• Rep Development: Build and improve competency-based training programs in discovery, demos, pipeline management, and negotiation. Develop role-transition programs for BDR→AE advancement and leverage simulation tools for at-scale coaching and skill refinement.
• Content Development & Improvement: Build and continuously improve eLearning modules, battlecards, playbooks, talk tracks, competitor guides, and process documentation. Create engaging, scalable content that drives adoption, retention, and measurable performance gains.
• AI-Powered Enablement: Leverage AI tools to enhance training design, personalize learning paths, automate content creation, and drive measurable impact on sales performance. Stay ahead of enablement innovation to amplify team effectiveness.
• Cross-Functional Alignment: Partner with product, marketing, and RevOps to ensure enablement initiatives stay connected to business priorities, product updates, and frontline needs. Drive adoption of new sales frameworks and motions across the revenue org.

Who You Are

• 3+ years of sales experience with real closing or quota-carrying exposure; ideally top-performer who understands deal cycles and the AE grind
• 3-5 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 (WorkRamp, etc.) for building and delivering training content
• Outstanding coaching and facilitation skills, comfortable training groups, 1:1 coaching, and translating feedback into development plans
• AI-Driven enablement innovator: Passion for leveraging AI to transform how we build and deliver enablement.
• 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

Who You'll Work With

Your day-to-day partners are senior sales leaders and frontline managers, Sales Enablement leadership, marketing, product and the broader enablement team.

Pay and benefits

The base salary for this role is $140,000 - $160,000 CAD plus a generous pre-IPO equity package.

Other benefits include comprehensive health coverage, unlimited PTO - plus extra fun perks!

Pay: $140,000.00 - $160,000.00 per year

Benefits:

• 401(k)
• Dental insurance
• Flexible schedule
• Flexible spending account
• Health insurance
• Health savings account
• Life insurance
• Paid time off
• Parental leave
• Relocation assistance
• Vision insurance

Work Location: Hybrid remote in Toronto, OH