Customer Success Learning Specialist

About the role

We are currently seeking a Customer Success Enablement Specialist to join our Revenue Enablement team in Toronto, Vancouver, or Calgary. What your team does The Revenue Enablement team at Clio equips our sales and customer success organizations with the knowledge, skills, tools, and processes they need to drive revenue growth and deliver exceptional client experiences. We design and deliver onboarding and ongoing programs, run a center of excellence operating model, and partner closely with Sales, Customer Success, Marketing, and Product Marketing to turn product launches into field-ready execution. We are a team that runs on curiosity, data, and a genuine commitment to helping people do their best work.

Responsibilities

• Build and deliver customer success enablement programs across the lifecycle, covering onboarding, product launches, adoption, expansion, and retention motions
• Translate launch playbooks into CS-specific talk tracks for upsell, cross-sell, and multi-product attach
• Partner with CS Onboarding to sequence the living segment playbook into a 30-60-90 day ramp for new CSMs
• Design and maintain certification content for CS, including role-play scenarios grounded in real expansion and retention conversations
• Run a weekly Gong review rhythm on CS calls to surface coaching themes, objection patterns, and content gaps
• Coach CSM managers on reinforcing trained behaviors so enablement lands in the field, not just in the session
• Deliver a monthly CS enablement health report covering what is working, what is not, and the top unmet needs
• Track program impact against customer success outcomes such as expansion ARR, multi-product attach, retention, and ramp time
• Use generative AI tools to accelerate content creation, role-play design, and iteration
• Partner with Marketing, Product Marketing, and Legal experts to keep CS proof points current and credible
• Other duties as required
• What you may have
• 2+ years of experience in customer success, CS enablement, or a related learning and development role
• Experience designing and delivering training for customer-facing teams
• Familiarity with customer success motions such as onboarding, adoption, expansion, and retention
• Knowledge of instructional design principles and adult learning theory
• Strong facilitation and presentation skills with the ability to communicate clearly across all levels of the organization
• Comfort with tools such as Gong, Seismic, Seismic Learning, and Salesforce
• Ability to analyze engagement and performance data to drive program improvements
• Strong project management skills with the ability to move multiple workstreams forward simultaneously
• Serious bonus points if you have
• Experience in a SaaS or technology company
• Experience enabling expansion, cross-sell, or multi-product attach motions
• Proficiency with generative AI tools (Claude, ChatGPT, or similar) for content development and ideation
• Relevant customer success or enablement certifications
• Experience partnering with Marketing and Product Marketing on content and proof points
• This role is a backfill for an existing position. What you will find here:
• Compensation is one of the main components of Clio's Total Rewards Program. We have developed a series of programs and processes to ensure we are creating fair and competitive pay practices that form the foundation of our human and high-performing culture.
• Some highlights of our Total Rewards program include:
• Competitive, equitable salary with top-tier health benefits, dental, and vision insurance
• Hybrid work environment, with expectation for local Clions (Vancouver, Calgary, Toronto, Dublin, London, New York City and Sydney) to be in office min. twice per week.
• Flexible time off policy, with an encouraged 20 days off per year.
• $2000 annual counseling benefit
• RRSP matching and RESP contribution
• Clioversary recognition program with special acknowledgement at 3, 5, 7, and 10 years
• The expected salary range* for this role is $78,200 to $92,000 to $105,800 CAD. There are a separate set of salary bands for other regions based on local currency.
• *Our salary bands are designed to reflect the range of skills a

Benefits

Additional Information

Clio is the global leader in legal AI technology, empowering legal professionals and law firms of every size to work smarter, faster, and more securely. We are transforming the legal experience for all by bettering the lives of legal professionals while increasing access to justice .

Your Match

How well this role fits your profile.

Company Intel

What employees say

Worked at clio? Share your experience