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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.

150k – 180kUnited StatesSales EnablementRemote8+ YOE

About the role

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 EnablementSales TrainingCurriculum DevelopmentAI ToolsEnterprise B2B Saas SalesMEDDICCChallenger SalesSpin SellingLmsPlaybook DevelopmentCoachingAdult Learning

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