Role Overview
The Senior Director of Revenue Enablement & GTM AI will lead two critical engines: enterprise-wide Revenue Enablement and AI SDR function, driving go-to-market productivity, velocity, and top-of-funnel pipeline generation.
What You Will Do
You will own how our revenue team adopts and works alongside AI, from tools to AI agents, and partner with Revenue Operations to build enablement programs.
Why It Might Be a Fit
You will ensure our GTM teams ramp faster, engage buyers with precision, and drive predictable new and expansion bookings by connecting modern prospecting methods with continuous, role-based enablement.
Requirements
- 8+ years of progressive experience in revenue/sales enablement, sales leadership, and sales development within a high-growth B2B SaaS organization scaling through $50M–$100M+ ARR
- Hands-on experience designing, launching or running an AI SDR or agentic inbound/outbound program
- Demonstrated success leading or partnering closely with an outbound SDR function
- Hands-on experience identifying, piloting, and deploying modern AI tools, agentic workflows, and automation platforms
- Proven track record of building enablement programs that go beyond initial sales acquisition to include account expansion, customer retention, and technical solution readiness
- Deep knowledge of enterprise sales frameworks (e.g., MEDDPICC, Challenger, Value Selling) and conversational intelligence platforms
- Deep administrative and operational fluency across the modern revenue tech stack, including Salesforce, Salesloft/Outreach, Gong, LMS/CMS enablement platforms (e.g., Highspot, Seismic, WorkRamp), data enrichment and AI SDR tools
- Analytical operator who connects enablement milestones and prospecting metrics directly to ARR impact, conversion velocity, and rep productivity
- Strong facilitation, coaching, and stakeholder-management skills, with the ability to influence and partner across C-level and VP leadership
To apply for this job please visit ats.rippling.com.
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