Director, GTM AI Enablement
Iterable
| Company | Iterable |
| Category | Data & Analytics |
| Location | Austin |
| Remote | Remote |
| Employment | Not stated |
| Level | Director |
| Salary | Not stated by the employer |
| Posted | 21 Jul 2026 |
| Last verified | 12 Aug 2026 |
| Source | Employer ATS (ashby) |
Description
The Role:
As Director of GTM AI Enablement at Iterable, you will own the strategy, design, and continuous evolution of how our entire GTM team learns, ramps, and sells. You'll lead a team responsible for building AI-powered, just-in-time enablement programs, accelerating field ramp time, and raising business acumen across every customer-facing function, while creating the compelling content, training, and systems that reduce friction across the sales process.
This leadership role merges enablement program design with high-level GTM strategy, cross-functional orchestration, and team development to execute high-impact initiatives. You will implement structural rigor, scalable systems, and a culture of continuous learning across the global revenue organization — and build a high-performing enablement team in the process.
Key Responsibilities:
AI-Powered Enablement
- Design and deploy a just-in-time learning system using AI tools that delivers relevant content, talk tracks, and competitive intelligence in the flow of work
- Stay ahead of AI-driven enablement trends and continuously evaluate new tools and approaches that improve rep performance
- Partner with RevOps to embed AI-assisted guidance directly into Salesforce and the broader sales tech stack
Field Ramp & Onboarding
- Own end-to-end onboarding for AEs, SCs, SDRs, and CSMs by defining milestone-based ramp calendars, certification criteria, and accountability frameworks
- Establish a test-and-learn culture for onboarding, with a structured roadmap to continuously reduce time-to-productivity
- Partner with Sales leadership to reinforce Iterable's sales methodology through coaching, call reviews, and live practice
GTM Business Acumen
- Build a GTM-wide learning track covering financial modeling basics, industry vertical knowledge, buyer persona fluency, and economic value selling
- Translate business objectives from sales, marketing, and product leadership into enablement initiatives with clear scope, timelines, and success metrics
Content, Training & Sales Systems
- Lead a team producing high-quality battle cards, playbooks, demo scripts, objection-handling guides, and training programs designed to reduce friction at every deal stage
- Proactively audit the sales process to identify where reps lose time, confidence, or momentum — then build the tools, templates, and workflows that remove those blockers
- Maintain consistent messaging, brand, and quality standards across all enablement assets
Team Leadership
- Build and lead a high-performing GTM AI enablement team: recruit, mentor, and grow a team of enablement specialists, content creators, and program managers
- Set clear priorities and remove blockers so the team can move quickly without sacrificing quality, balancing reactive field needs with proactive program work
- Build a team culture that values craft, data-informed decisions, rapid iteration, and genuine partnership with the field
- Partner with recruiting and HR to scale the team as the business and enablement needs evolve
- Develop future leaders within the team through coaching, stretch assignments, and clear growth paths
Analytics & Reporting
- Define and own the GTM AI enablement measurement framework — ramp speed, quota attainment, win rate, deal velocity, and content utilization
- Report regularly to GTM leadership on enablement performance, with clear linkage to pipeline and revenue impact
- Identify trends and opportunities in performance data and translate them into prioritized enablement initiatives
What We’re Looking For:
Experience & Background
- 7+ years in revenue enablement, sales training, or GTM strategy, with at least 2–3 years in a team leadership role
- Proven track record of building and leading high-performing enablement or content teams
- Demonstrated track record of reducing ramp time and improving quota attainment
- Experience building or deploying AI/ML-enhanced enablement