Customer Success Enablement Manager, Canary Technologies
$107-120k
OTE
$92-102k
BASE
Providing hospitality technology
Be an early applicant
Providing hospitality technology
201-500 employees
Be an early applicant
$107-120k
OTE
$92-102k
BASE
201-500 employees
Company mission
To help hoteliers thrive through innovative software solutions.
Role
Who you are
- 2–4+ years in Customer Success Enablement, L&D, CS Operations, or a similar role with significant ownership of onboarding or training programs
- Demonstrated experience building a new hire 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 customer-facing teams
- Strong instructional design instincts — you know how adults learn and can build curriculum that actually changes behavior, not just slides that get clicked through
- Excellent facilitation, presentation, and workshop leadership skills
- Strong project management; you can run multiple programs in parallel and ship on a timeline
- Familiarity with CS methodologies, tools (Gainsight, Salesforce, Gong), and customer health frameworks
- 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 teammates grow
What the job involves
- We're looking for a Customer Success Enablement Manager to own how our CS team learns — from day one onboarding through ongoing skill development across the org
- In this role, you'll build and run the full ramp experience for every new CS hire, and design the "everboarding" programs that keep our tenured team sharp as our product, customers, and playbooks evolve
- You'll partner closely with CS leadership, Product, Sales, and Marketing to translate institutional knowledge into scalable training, playbooks, and certifications that measurably improve how our team shows up for customers
- This is a foundational role: your work will directly shape how quickly new hires reach productivity, how consistently the team executes, and how Canary builds a durable culture of learning as we scale
- Own the end-to-end onboarding and ramp experience for every new CS 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 hire is ready to own accounts
- 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 CSMs 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 skills assessments, call reviews, and partnership with CS leadership; build targeted upskilling programs to close them
- Develop and maintain a CS competency framework that defines what good looks like at each level and powers career development conversations
- Own, build, and continuously improve the CS playbook library — capturing how we run renewals, expansions, escalations, executive business reviews, onboarding handoffs, 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 CS processes, methodologies, and customer-facing materials; ensure content stays accurate as the product and motion evolve
- Own CS team tooling (Notion, Gainsight, Gong, Salesloft, Salesforce, etc.) — access, enablement, adoption, and best practices
- Embed AI into team workflows to help CSMs work smarter and scale their impact
- Measure the impact of every onboarding and enablement program against clear metrics — ramp time, certification rates, skill progression, program NPS — and use the data to refine
- Partner with Product, Marketing, and Sales to ensure CS team messaging, positioning, and product knowledge stays accurate and current
- Champion knowledge-sharing rituals across the CS org and tailor enablement to a globally distributed team while maintaining consistency
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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