Sales Enablement Manager

Owner.com; Toronto; Remote; CAD 140,000 - 160,000; Full time

Benefits offered by this job

Comprehensive health coverage

Unlimited PTO

Job summary

Owner.com in Toronto, Canada, is seeking a Revenue Enablement Manager to own AE enablement and drive measurable revenue impact. You’ll build and execute an outcomes-focused enablement roadmap, prioritizing high-impact initiatives that boost rep productivity, deal velocity, and quota attainment.

Requirements include 3–5 years of sales with closing experience and 6+ years in sales enablement, plus hands-on use of Salesforce, Salesloft, Outreach, Avvara, and WorkRamp for training content.

Qualifications

• 3–5 years of sales with closing or quota-carrying exposure.
• 6+ years in sales enablement, building scalable programs.
• Proven track record translating sales challenges into training.
• Hands-on experience with Salesforce, Salesloft, Outreach, Avvara, and eLearning platforms.
• Strong coaching and facilitation skills.
• AI-driven enablement innovator mindset.
• Organized, adaptable, and highly collaborative.
• Obsessed with measuring enablement impact on revenue.

Responsibilities

• Design and deliver AE enablement roadmap with quarterly plans.
• Deliver, refine, and scale AE onboarding program.
• Build and improve competency-based training in discovery, demos, pipeline management, and negotiation.
• Develop content: eLearning modules, battlecards, playbooks, guides.
• Leverage AI tools to personalize learning paths and content creation.

Skills

Sales enablement

Closing / quota attainment

Coaching & facilitation

Cross-functional collaboration

AI-driven enablement

Tools

Salesforce

Salesloft

Outreach

Avvara

WorkRamp

Job description

About Owner

Owner is the AI-native system local business owners use to succeed, starting with restaurants. We’re building the system that replaces the many tools owners use to run their business. It powers everything from the restaurant’s website, online ordering, CRM, POS, and more.

Product philosophy

Most small business software makes owners do the work to get what they want: sales growth and profit growth. Owner does the work for them agentically. Our system drives demand, converts it, and helps operators run their business day to day. As it improves, the business improves with it. Using Owner should feel like having a team of great operators, engineers, and marketers working for you.

Our vision

We’re starting by helping independent restaurants succeed online. But it’s not just restaurants that need our help. Most local businesses are struggling with these same problems. Huge technology corporations are taking their customers, bleeding their profits, and making it hard for them to survive. Once we nail the solution for restaurants – we’ll scale it into every other local business type. In the future we envision, tens of millions of local business owners will use our technology to succeed in the digital age.

Our traction

Since 2020, we've generated tens of millions in revenue and processed over a billion dollars of online orders. 1 in 5 Americans have used an Owner.com website.

More importantly, we’ve helped over 20,000 restaurant owners, and saved them nearly $200 million in fees.

Our team

Our team is now in the low hundreds. We’ve got top talent from the most successful companies in SMB software, including: Shopify, HubSpot, DoorDash, ServiceTitan, Rappi, Faire and Stripe.

We’ll be scaling even faster in 2026 to keep pace with our customer growth.

Where we work

Owner is a remote-first, global company headquartered in San Francisco, with a sales hub in Toronto. For a few of our roles we prioritize in-person collaboration at one of our office locations. Most of our teammates are distributed throughout the globe. Please review the role description and discuss with your recruiter for more details on location!

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.

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

• 3–5 years of sales experience with real closing or quota-carrying exposure; ideally 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 (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.

• comprehensive health coverage

• unlimited PTO - plus extra fun perks!