Canary's award-winning hospitality software improves the guest experience, streamlines operations and boosts revenue. Trusted by 20,000+ hotels worldwide. Backed by Insight and Y Combinator.
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.
What they're looking for
- 2–4+ years in Sales Enablement, L&D, or a similar role with significant ownership of onboarding or training programs for sellers
- Demonstrated experience building a new hire sales onboarding program from scratch or substantially overhauling one — bonus if you can speak to measurable ramp-time improvements
- Track record of designing ongoing training, certification, or skill-development programs for sales teams
- Strong instructional design instincts — you know how adults learn and can build curriculum that actually changes selling behavior, not just slides that get clicked through
- Excellent facilitation, presentation, and workshop leadership skills, comfortable role-playing and coaching reps live
- Familiarity with modern sales methodologies (MEDDIC, Command of the Message, Challenger, etc.) and the tools that support them (Gong, Salesforce, Salesloft/Outreach)
More about this role
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...
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