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Sales Enablement Manager, Strategic & Mid-Market

Clio - Toronto, ON, Canada - Hybrid

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Salary: USD 130,600 - 195,800 / annual

Clio, a global leader in legal AI technology, is seeking a Sales Enablement Manager to join the Revenue Enablement team. This role reports to the Senior Manager of Sales Enablement and serves as the dedicated enabler for the Strategic and Mid-Market segment across new business and customer sales. You will own enablement strategy and execution for the Strategic and Mid-Market segment, managing measurable outcomes including 90-day conversion rates, multi-product attach, and time-to-ramp. Key responsibilities include building playbooks, discovery frameworks, objection handling strategies, and value-based positioning tailored to longer, consultative sales cycles. You'll conduct regular Gong call reviews to identify coaching themes and content gaps, design role-play and certification content grounded in real conversations, and coach front-line managers on reinforcing trained behaviors in the field. You will tailor product and multi-product enablement to Strategic and Mid-Market buyers with vertical and use-case depth, leverage generative AI tools to accelerate content creation and iteration, and deliver regular segment health readouts highlighting what's working, unmet needs, and recommendations. Collaboration is central—you'll partner with Sales Onboarding, Product Marketing, and Revenue Operations to keep proof points and playbooks current. The ideal candidate brings 5+ years in sales enablement, mid-market or strategic sales, or related L&D roles. You understand consultative, multi-stakeholder sales motions and can design training that balances velocity with complexity. Strong facilitation, presentation, and project management skills are essential. Experience with Gong, Salesforce, and generative AI tools is valued. Bonus qualifications include SaaS/tech company experience, expansion/cross-sell enablement, legal tech or regulated industry background, and relevant certifications. Clio offers a hybrid work environment (minimum twice weekly in-office for local employees), competitive equitable salary, top-tier health/dental/vision benefits, flexible time off (20 days encouraged), EAP support, 401k matching, and a strong culture of diversity, inclusion, and belonging.

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