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About the Role
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. This role is the dedicated enabler for our Strategic and Mid-Market segment across new business and customer sales.
Responsibilities
- Own enablement for the Strategic and Mid-Market segment across new business and customer sales, covering both dedicated reps and their managers
- Own measurable rep outcomes for the segment, including 90-day conversion rate, multi-product attach, and time to ramp
- Build playbooks, discovery and multi-threading frameworks, objection handling, and value-based positioning for longer, more consultative cycles
- Run a consistent Gong review rhythm on Strategic and Mid-Market calls to surface coaching themes, objection patterns, and content gaps
- Design and maintain role-play and certification content grounded in real Strategic and Mid-Market conversations
- Coach front-line managers on reinforcing trained behaviors so enablement lands in the field
- Tailor product and multi-product enablement to the Strategic and Mid-Market buyer, including vertical and use-case depth
- Use generative AI tools to accelerate content creation, role-play design, and iteration
- Deliver a regular segment health readout covering what is working, what is not, and the top unmet needs
- Partner with Sales Onboarding, Product Marketing, and Revenue Operations to keep proof points and playbooks current
- Other duties as required
Requirements
- 5+ years of experience in sales enablement, mid-market or strategic sales, or a related learning and development role
- Experience designing and delivering training for consultative, multi-stakeholder sales teams
- Familiarity with mid-market and strategic sales motions and the metrics that drive them
- Knowledge of instructional design principles and adult learning theory
- Strong facilitation and presentation skills across all levels of the organization
- Comfort with tools such as Gong, Letter AI and Salesforce
- Ability to analyze engagement and performance data to drive program improvements
- Strong project management skills across multiple concurrent workstreams
- 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
- Experience in legal tech or a comparable regulated industry
- Relevant sales or enablement certifications
Skills
- Sales Enablement
- Mid-Market Sales
- Strategic Sales
- Learning and Development
- Consultative Selling
- Instructional Design
- Adult Learning Theory
- Facilitation
- Presentation Skills
- Gong
- Letter AI
- Salesforce
- Data Analysis
- Project Management
- SaaS
- Technology
- Generative AI
- Legal Tech
Location
- Vancouver
- Calgary
- Toronto
- Dublin
- Sydney
Work Type
- Hybrid
Experience Level
- 5+ years
Salary/Compensations
- $130,600 to $195,800 USD
Benefits
- Competitive, equitable salary
- Top-tier health benefits, dental, and vision insurance
- Flexible time off policy, with an encouraged 20 days off per year
- EAP benefits for you and household members, including counseling and online resources
- 401k matching
- Child Education Savings
- Clioversary recognition program with special acknowledgement at 3, 5, 7, and 10 years
About the Company
- 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.
- We are a Human and High Performing AI company, meaning we use artificial intelligence to improve all of our operations.
- Learn more about our culture at clio.com/careers
Equal Opportunity
- We are dedicated to diversity, equity and inclusion.
- We believe that different perspectives, skills, backgrounds, and experiences result in higher-performing teams and better innovation.
- We are committed to equal employment and we encourage candidates from all backgrounds to apply.
- Clio provides accessibility accommodations during the recruitment process. Should you require any accommodation, please let us know and we will work with you to meet your needs.