Senior Sales Enablement Specialist, Velocity

Clio; Toronto; On-site; CAD 157,000 - 212,000; Full time

Benefits offered by this job

Hybrid work environment

Health benefits

Dental and vision insurance

401k matching

Clioversary program

Job summary

Clio, the global leader in legal AI technology, seeks a Senior Sales Enablement Specialist, Velocity to join our Revenue Enablement team in the United States or Canada. You will own enablement for the Velocity segment across new business and customer sales, building playbooks, coaching reps, and driving repeatable processes to accelerate conversions.

You will measure outcomes such as 90-day conversion rates and time to ramp, design role-play and certification content, and partner with Sales

Qualifications

• 3+ years of experience in sales enablement, high-velocity or SMB sales, or a related learning and development role.
• Experience designing and delivering training for high-volume, transactional sales teams.
• Familiarity with velocity or SMB 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.

Responsibilities

• Own enablement for the Velocity 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 repeatable playbooks, objection handling, and product positioning tuned for short, high-volume sales cycles.
• Run a consistent Gong review rhythm on Velocity calls to surface coaching themes, objection patterns, and content gaps.
• Design and maintain role-play and certification content grounded in real Velocity conversations.
• Coach front-line Velocity managers on reinforcing trained behaviors so enablement lands in the field.
• Tailor product and multi-product enablement to the Velocity buyer and deal profile.
• Use generative AI tools to accelerate content creation, role-play design, and iteration at the pace the segment demands.
• 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

Skills

Sales enablement

Training design

High-velocity sales

Facilitation/presentation

Data-driven optimization

Tools

Gong

Salesforce

Letter AI

Job description

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.

Summary:

We are currently seeking Senior Sales Enablement Specialist, Velocity to join our Revenue Enablement team in the United States or Canada. This role reports to the Senior Manager, Sales Enablement and is the dedicated enabler for our Velocity segment across new business and customer sales.

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, Marketing, Product Marketing, and Revenue Operations 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.

Who you are

You are a segment enabler who thrives in a high-volume, fast-moving sales environment. You understand that Velocity selling wins on speed, repeatability, and consistent execution across short cycles, and you build the playbooks, talk tracks, and quick-hit training that help reps convert faster. You do not wait to be told what to build. You look at the calls, the pipeline data, and the conversion metrics, and you come to the table with recommendations. You own outcomes for your segment, not just the delivery of sessions.

What you’ll work on

• Own enablement for the Velocity 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 repeatable playbooks, objection handling, and product positioning tuned for short, high-volume sales cycles
• Run a consistent Gong review rhythm on Velocity calls to surface coaching themes, objection patterns, and content gaps
• Design and maintain role-play and certification content grounded in real Velocity conversations
• Coach front-line Velocity managers on reinforcing trained behaviors so enablement lands in the field
• Tailor product and multi-product enablement to the Velocity buyer and deal profile
• Use generative AI tools to accelerate content creation, role-play design, and iteration at the pace the segment demands
• 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

What you may have

• 3+ years of experience in sales enablement, high-velocity or SMB sales, or a related learning and development role
• Experience designing and delivering training for high-volume, transactional sales teams
• Familiarity with velocity or SMB 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

Serious bonus points if you have

• Experience in a SaaS or technology company
• Experience enabling multi-product attach or cross-sell 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

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 and Sydney) to be in office minimum twice per week.
• 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 and Child Education Savings
• Clioversary recognition program with special acknowledgement at 3, 5, 7, and 10 years

The expected salary range for this role is $112,800 to $152,600 USD. Initial placement within the range is informed by geographic region, experience, and skillset, with room to progress as impact and tenure grow. Final offer amounts will vary based on candidate profile.

Diversity, Inclusion, Belonging and Equity (DIBE) & Accessibility

Our team shows up as their authentic selves, and are united by our mission. We are dedicated to diversity, equity and inclusion. We pride ourselves in building and fostering an environment where our teams feel included, valued, and enabled to do the best work of their careers, wherever they choose to log in from. 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.

Learn more about our culture at clio.com/careers.

We're a Human and High Performing AI company, meaning we use artificial intelligence to improve all of our operations. In recruitment, AI helps us streamline the process for greater efficiency. However, we've built our systems to ensure that a human always reviews AI-generated output, and we never make automated hiring decisions.

Disclaimer: We only communicate with candidates through official @clio.com email addresses.