Sales Enablement Manager

About the Position

Sales Enablement Manager

New York, NY

Full Time / Hybrid

About Us

Canary Technologies is revolutionizing the hospitality industry with its modern software powered by AI. Trusted by over 20,000 hoteliers in 100+ countries, Canary's platform helps hotels work smarter and delight their guests. Major hotel brands like Wyndham, Marriott, IHG, Four Seasons, Rosewood, and Best Western rely on Canary for exceptional results.

Canary was recognized as a 2024 Deloitte Technology Fast 500™ company, a Most Innovative Company by Fast Company, and a HotelTechReport Best Place to Work. Backed by top Silicon Valley investors, Canary is on a mission to shape the future of hospitality.

Join us in shaping the future of hospitality!

Responsibilities

Onboarding & New Hire Ramp

• Own the end-to-end onboarding and ramp experience for every new sales hire, including curriculum design, learning paths, milestones, and ramp-time targets.
• Build structured, measurable onboarding programs with clear competency checkpoints, certifications, and graduation criteria.
• Continuously iterate on the onboarding experience based on feedback, manager input, and ramp-time data to reduce time-to-productivity.

Everboarding & Skill Development

• Design and run "everboarding" programs that keep tenured reps growing with recurring skill-building sprints, deep-dive workshops, role-based learning tracks, and certification refreshes.
• Identify capability gaps through call reviews, win/loss analysis, and partnership with sales leadership; develop targeted upskilling programs.
• Develop and maintain a sales competency framework that defines what “good” looks like at each level and powers career development conversations.

Playbooks & Institutional Knowledge

• Own, build, and continuously improve the sales playbook library, capturing repeatable motions like discovery, demos, multi-threading, objection handling, negotiation, etc.
• Codify institutional knowledge from top performers into reusable resources to spread best practices across the team.
• Maintain a single source of truth for sales messaging, positioning, competitive intel, and product knowledge, ensuring content stays accurate.

Cross-Functional Alignment

• Partner with Product and Marketing teams to ensure sales messaging, positioning, and product knowledge stays consistent and current.
• Partner with Customer Success team on handoff processes and post-sale enablement to ensure a seamless customer experience.
• Champion knowledge-sharing rituals across the sales org and tailor enablement to a globally distributed team while maintaining consistency.

Requirements

• 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, with measurable ramp-time improvements.
• Track record of designing ongoing training, certification, or skill-development programs for sales teams.
• Strong instructional design instincts and the ability to build curriculum that changes selling behavior.
• 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).
• Strong project management skills; able to run multiple programs in parallel and ship on a timeline.
• Analytical mindset; comfortable defining success metrics for enablement programs and using data to iterate.
• Self-starter who thrives in a fast-paced, often ambiguous startup environment.
• A collaborative, proactive operator with genuine passion for helping reps grow.

Compensation

Target cash compensation ranges from $107,000 - $120,000, including a fixed annual salary and a performance-based bonus paid monthly. This role also includes a stock option grant, subject to board approval. Actual compensation will be commensurate with the candidate's skill level, experience, and specific work location.

We Offer

• Canary Days: Monthly company-wide days off to recharge.
• Self Improvement Club: Monthly meetings to share personal goals with a budget provided for goal-related purchases.
• Professional Development Chats: Budget provided to support cross-functional professional development conversations.
• Travel Reimbursement: Stipend for visiting Canary offices in New York, San Francisco, or Dallas.
• Personal Travel Reimbursement: Credit towards hotel stays if staying at a hotel that Canary works with.

Canary Technologies is an equal opportunity employer. We recruit, employ, train, compensate, and promote talent regardless of race, religion, ethnicity, national origin, citizenship, gender, gender identity, sexual orientation, age, veteran status, disability, genetic information, or any other protected characteristic.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

About the Company

Canary Technologies is on a mission to change the game for hotels with modern software powered by AI. With a team of innovators and a commitment to excellence, Canary is dedicated to equipping hoteliers with the technology they need to work smarter and wow their guests. Join us in shaping the future of hospitality!