Sales Enablement Manager

About Us

Think about your last hotel stay. Did you skip the front desk line with mobile check-in? Message the staff for extra pillows? Order a late-night snack with a tap on your phone? Then you’ve likely run into Canary in the wild. Canary Technologies is the leading agentic AI platform for hotel and guest management, powering the digital infrastructure for more than 20,000 hotels in 125+ countries. The world's most renowned hospitality brands, including Marriott International, Four Seasons and Wyndham Hotels & Resorts, partner with us to increase revenue, improve operations and elevate the guest experience. We’ve executed the largest deployment of autonomous AI systems in hospitality, building technology that fundamentally redefines how guests and hotels interact. It’s made us one of the top-funded hotel technology companies in the world, with nearly $200M raised to date. Canary has been recognized as a 2024 and 2025 Deloitte Technology Fast 500™ company, Inc. 5000 fastest-growing company, and swept the 2026 HotelTechAwards, including Best Place to Work, #1 Guest Experience Platform, and the Hotelier’s Choice Award. We’re scaling our team to bring innovation to life faster than ever. We're growing quickly, and we're looking for people who are passionate about their work, want to grow with us and are ready to take on more responsibility along the way. We value rigor and velocity in equal measure: high standards, fast pace, real ownership. If that's the environment you're looking for, this is the place for you. Come join us! Let’s shape the future of hospitality together.

About The Role

We're looking for a Sales Enablement Manager to own how our sales team learns — from day one onboarding through ongoing skill development across every seller in the org. In this role, you'll build and run the full ramp experience for every new sales hire, and design the "everboarding" programs that keep our tenured reps sharp as our product, customers, and playbooks evolve. You'll partner closely with Sales Leadership, Product, Marketing, and Customer Success teams to translate institutional knowledge into scalable training, playbooks, and certifications that measurably improve how our team sells. This is a foundational role: your work will directly shape how quickly new reps hit quota, how consistently the team executes our motion, and how Canary builds a durable culture of learning as we scale.

Responsibilities

• Own the end-to-end onboarding and ramp experience for every new sales hire — from pre-boarding through fully ramped — including curriculum design, learning paths, milestones, and ramp-time targets
• Build structured, measurable onboarding programs with clear competency checkpoints, certifications, and graduation criteria so we know exactly when a new rep is ready to carry quota
• Continuously iterate on the onboarding experience based on new hire feedback, manager input, and ramp-time data; reduce time-to-productivity quarter over quarter
• Design and run "everboarding" programs that keep tenured reps growing — recurring skill-building sprints, deep-dive workshops, role-based learning tracks, and certification refreshes tied to product and process changes
• Identify capability gaps across the team through call reviews, win/loss analysis, and partnership with sales leadership; build targeted upskilling programs to close them
• Develop and maintain a sales competency framework that defines what “good” looks like at each level (SDR, AE, Senior AE, etc.) and powers career development conversations
• Own, build, and continuously improve the sales playbook library — capturing how we run discovery, demos, multi