Sales Enablement Manager, Canary Technologies
$107-120k
OTE
$92-102k
BASE
OTE includes base salary plus a performance-based bonus paid monthly, with a target of $15,000 - $18,000 annually
Providing hospitality technology
Be an early applicant
Providing hospitality technology
201-500 employees
Be an early applicant
$107-120k
OTE
$92-102k
BASE
OTE includes base salary plus a performance-based bonus paid monthly, with a target of $15,000 - $18,000 annually
201-500 employees
Company mission
To help hoteliers thrive through innovative software solutions.
Role
Who you are
- 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)
- Strong project management; you can 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
What the job involves
- 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
- 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-threading, objection handling, negotiation, and every other repeatable motion
- Codify institutional knowledge from top performers into reusable resources so best practices spread across the team instead of staying tribal
- Maintain a single source of truth for sales messaging, positioning, competitive intel, and product knowledge; ensure content stays accurate as the product and market evolve
- Partner with Product and Marketing teams to ensure sales messaging, positioning, and product knowledge stays consistent and current across the team
- Partner with Customer Success team on handoff processes and post-sale enablement so the customer experience stays seamless from first call through renewal
- Champion knowledge-sharing rituals across the sales org and tailor enablement to a globally distributed team while maintaining consistency across regions and markets
Our take
Embracing the modern era, Canary Technologies is dedicated to revolutionising the hotel industry through digital transformation. Pioneering the field with its mobile web-based Guest Management System and Digital Authorisation solutions, Canary aims to rid hotels of outdated technology, enhancing revenue streams by boosting staff productivity and delivering superior guest experiences.
Co-founders Harman and SJ, childhood friends turned business partners, bring a unique blend of expertise to the table, drawing from their extensive background in both hospitality and technology sectors. With the industry already on an upward trajectory, the post-pandemic landscape has further fueled the demand for their solutions, particularly their contactless check-in and checkout offerings.
Despite competition in the sector, Canary has secured significant funding led by Insight Partners, enabling rapid expansion and talent acquisition to meet the burgeoning demand for its innovative solutions.
Freddie
Company Specialist at Welcome to the Jungle
Insights
59% employee growth in 12 months
Company
Funding (last 2 of 5 rounds)
Jun 2025
$80m
SERIES D
Jun 2024
$50m
SERIES C
Total funding: $175.2m
Company benefits
- Our health insurance has you covered on day 1
- Flexible working hours
- Training and career development
- Regular team building events
- A travel stipend for when you stay at Canary hotels
- Internal promotions from within the team
- Kitchen stocked with fruit, snacks, coffee, and more
- We're a diverse and global team
Company HQ
Financial District, San Francisco, CA
Leadership
Harman Singh Narula
(Co-Founder & CEO)Previously founded a custom printed apparel company, The Shirt Guys, LLC. Worked in strategy for Citigroup and Starwood Hotels & Resorts Worldwide, Inc, and as a Management Consultant for Bain & Company.
Satjot "SJ" Sawhney
(Co-Founder & President)Previously co-founded Mobibolt, Inc and Tapfame before serving as Head of Product at the hospitality technology startup, Stayful.
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