Senior Director, Revenue Enablement

Clio • Vancouver, BC

2d • Hybrid

About The Position

Clio is seeking a Senior Director of Revenue Enablement to join their Revenue Operations team. This role is responsible for building a modern, high velocity, AI-forward enablement function that supports Clio’s global growth across Sales, Sales Development, Partners, and Customer Success. The ideal candidate treats enablement as an operational discipline, diagnoses and fixes issues within the GTM system, and delivers programs that improve productivity, velocity, and conversion. This leader should be fast, analytical, scrappy, and capable of operating as both an organizational leader and a hands-on doer. They will design scalable field support models, create clear guidance for Sales and CS, build playbooks from scratch, and translate complex ideas into actionable steps. The role involves influencing executive decisions, partnering with Product Marketing, Sales Leadership, Customer Success, and RevOps, and pioneering AI-driven enablement programs.

Requirements

• Bachelor's degree in business or a related field.
• 10+ years of experience in a senior leadership role leading enablement teams at a SaaS company
• Experience at a company of $400M+ ARR (preferably an SMB SaaS company)
• Experience driving SKO strategy, design and execution
• Proven track record of driving operational excellence and outcomes that are tied to specific enablement programs
• Track record of hiring, developing, and retaining top talent to build high-performing teams
• Strong ability to build future vision and activate direct reports
• Problem solver who is comfortable operating with ambiguity, autonomy, providing radical feedback and taking ownership
• Analytical problem solver who can build, analyze and discuss quantitative business metrics with finance and RevOps

Nice To Haves

• MBA is a plus!

Responsibilities

• Design the full enablement operating model for a multi product GTM including field support structure, content strategy, AI-powered workflows, and continuous learning.
• Lead a high performing team that ships fast, measures impact, and acts as a strategic partner to frontline managers.
• Build a data driven review process that evaluates program effectiveness, identifies gaps, and continuously raises the bar on productivity and conversion.
• Create onboarding and continuous development programs that materially shorten ramp and lift performance across every segment.
• Continuously diagnose and evolve the sales process by defining the skills, knowledge, tools, and process changes needed to increase velocity and win rates, leveraging AI, voice analytics, and behavioral insights to surface win-loss patterns and inform real-time coaching and optimization.
• Partner closely with Product Marketing to build original, high quality sales playbooks and training programs that connect positioning, messaging, discovery, objections, and pitches into winning habits across front line teams.
• Stand up a real field support model that provides reps with timely deal support, live coaching, and targeted resources to remove friction.
• In partnership with Customer Marketing and CS Ops, build customer growth and retention playbooks that improve GRR and NRR across segments.
• In partnership with Corporate Events, own the full SKO strategy, design and execution, and refinement and delivery of a high quality program including content, executive presentations, run of show, and all readiness materials that move the GTM org forward.
• Own the enablement content strategy using LetterAI and lead all AI-driven coaching through Hyperbound, providing hands on support and a clear plan for maximizing both tools to ensure the field is fully trained, confident, and ready to execute.
• Serve as a go-to subject matter expert by maintaining deep expertise in Clio’s products, buyers, and customers, while staying current on industry trends, best practices, and emerging technologies in revenue enablement.

Benefits

• Competitive, equitable salary
• Top-tier health benefits
• Dental insurance
• 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

What This Job Offers

• Job Type: Full-time
• Career Level: Senior