GTM Enablement & Training Lead
Founding Sales Enablement & Training Lead responsible for building the company's first enablement function, developing construction-domain expertise in enterprise AEs, and creating scalable AI-supported onboarding, certification, and training programs.
About the job
Build the Enablement Function
- Design and operationalize the company's first formal sales enablement program, establishing its strategy, priorities, and infrastructure.
- Create scalable onboarding programs across GTM roles: AEs first, then SDRs, Solutions Engineers, and Customer Success.
- Develop certification frameworks and role-based competency models.
- Build repeatable, AI-supported training systems that scale with company growth, including self-service delivery and the supporting tooling and LMS stack.
Training & Curriculum Development
- Build deep construction expertise: the project lifecycle, jobsite stakeholders, and governing metrics. Use AI (including internal Claude instance) to accelerate ramp, then teach AEs to learn the same way.
- Develop curricula that turn generalist AEs into construction experts: persona guides, per-persona discovery questions, and objection libraries grounded in field reality.
- Give reps repeated, realistic practice, including AI role-play against construction personas, and gate certification on demonstrated domain fluency.
- Deliver live and asynchronous training, and coach in the flow of work (call and demo reviews, deal debriefs, role-plays).
- Use AI to accelerate content production from product releases, recorded calls, and SME interviews.
Sales Process & Playbooks
- Build and maintain playbooks across the customer lifecycle: discovery frameworks, qualification, account planning, and deal inspection.
- Develop messaging and talk tracks aligned to ICPs and buyer personas.
- Embed an enterprise methodology (MEDDICC, Challenger, or consultative selling) and reinforce it so adoption holds.
- Partner with Product Marketing to translate product releases into sales-ready enablement content.
Cross-Functional Collaboration
- Partner with Sales Leadership, Product Marketing, Product, Customer Success, and RevOps.
- Translate product releases into sales-ready content and surface gaps through pipeline reviews, call data, and field feedback.
Performance & Analytics
- Define enablement KPIs and measure training effectiveness.
- Analyze onboarding ramp time, time-to-domain-credibility, quota attainment, win rates, certification pass rates, discovery quality, and overall sales productivity.
- Use feedback loops and data insights to continuously improve programs.
What You Bring
- Demonstrated excellence as a teacher and coach, with a track record of developing people from beginner to credible. Strong facilitation, presentation, and adult-learning skills.
- Strong learning agility: moved from no knowledge of a complex or technical domain to genuine expertise.
- Fluency with modern AI tools and the ability to use them to build training: interactive simulations, adaptive self-service learning, and faster content production.
- Solid understanding of enterprise B2B SaaS sales (long, multi-stakeholder cycles involving technical and operational buyers) and fluency in at least one methodology (MEDDICC, Challenger, SPIN, or Command of the Message).
- 0→1 experience, with comfort in ambiguity and a history of building training, onboarding, or sales programs from scratch.
- Ability to create content independently (curricula, playbooks, and certification tracks) without relying on pre-existing templates.
- 8+ years across sales, sales training, and/or enablement, ideally including direct enterprise selling or rep coaching.
Preferred Experience
- Hands-on experience building AI-enabled or self-service training, such as simulation-based practice, AI-assisted content creation, or conversational knowledge tools.
- Direct experience in construction tech, AEC, industrial SaaS, PropTech, or operational technology.
- Familiarity with enterprise procurement and operational or field buyer personas.
- Experience enabling technical sales motions that involve Solutions Engineering.
- Certifications in sales coaching, enablement, training, or leadership development.
- Experience implementing LMS or enablement tooling.
Skills
Sales Enablement, Sales Training, Curriculum Development, AI Tools, Enterprise B2B Saas Sales, MEDDICC, Challenger Sales, Spin Selling, Lms, Playbook Development, Coaching, Adult Learning
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