Revenue Enablement Lead

At Trunk Tools, we’re the leading AI company revolutionizing construction—the second‑largest industry on earth. We recently raised a $40M Series B led by Insight Partners, bringing our total funding to $70M from top‑tier investors including Redpoint and Innovation Endeavors. This new round fuels our next phase of growth as we scale AI agents across the jobsite. Our mission is to build the future of construction through intelligent automation.

Despite being a $13 trillion‑plus industry, construction still runs largely on analog processes—we’re changing that by embedding AI directly into field operations. Founded by builders and technologists (Stanford, MIT), our team delivers software used by over 140,000 field professionals, impacting millions of users and contributing to $10 B+ in built projects.

$/yr - $/yr

• Priorities shift; you’ll need to adapt quickly and make tradeoffs.
• You’ll build v1 fast, iterate, and improve continuously.
• You won’t have perfect inputs, perfect tooling, or unlimited resources—yet you’ll still be expected to deliver outcomes.
• You’ll own work outside of the job description to keep the business moving.

If you want a narrow scope and want to build off pre‑existing infrastructure, this role will be frustrating. If you like building, iterating, and shipping fast, you’ll thrive.

• Build and run onboarding and internal certification programs for BDRs, AEs, and SEs with clear readiness standards.
• Create repeatable coaching loops: call reviews, role plays, skill drills, and deal support—especially for early‑tenure reps.
• Define “what good looks like” for each role at each stage (a practical readiness framework).

• Deliver in‑the‑flow assets that make reps effective faster: discovery checklists, demo narratives, stakeholder meeting agendas, objection‑handling guides, mutual plan templates, proposal/value summaries, and negotiation “trade” frameworks.
• Reduce reliance on live training by building scalable enablement that reps can actually use day‑to‑day.

• Establish SPICED as the shared operating system across GTM teams: common language, consistent deal narratives, and customer‑centric execution.
• Define how SPICED is used day‑to‑day: discovery expectations, deal reviews, handoffs, and “what must be true” by stage.
• Use MEDDPICCR as a complementary enterprise‑grade qualification and deal inspection framework—especially for complex, multi‑stakeholder opportunities.
• Embed SPICED (and MEDDPICCR where appropriate) into:
  • Coaching scorecards and call review standards
  • Stage expectations and deal review prompts
  • Handoff checklists (BDR→AE, AE→SE, Sales→CS)
  • CRM reinforcement (fields/prompts/templates), in partnership with Rev Ops

• Enable reps to run complex enterprise deals with repeatable plays:
  • Stakeholder mapping + multi‑threading standards
  • Decision process + decision criteria discovery
  • Mutual action plans tied to critical events
  • Security/procurement readiness support (templates, FAQs, talk tracks)
  • Negotiation discipline (“trade, don’t discount”)
• Tailor enablement by segment/motion while keeping the system simple.

• Use AI to accelerate enablement creation, iteration, and delivery (e.g., turning top call transcripts into draft playbooks, talk tracks, onboarding modules).
• Build a repeatable workflow: synthesize → curate → QA → publish → reinforce.
• Operate responsibly with customer/prospect data (approved tools and safeguards).

You will directly contribute to making our GTM process real in the CRM and in weekly execution:

• Partner with Rev Ops to operationalize and drive adoption of:
  • Stage definitions and exit criteria
  • Required fields/standards that support SPICED consistency and forecasting hygiene
  • Pipeline/deal inspection rhythms (clean, lightweight, consistent)
  • Handoff standards and operational follow‑through (Sales → Implementation → CS)
• Translate process changes into training, reinforcement, and measurable adoption—without adding unnecessary friction.
• Support enablement for…