Revenue Enablement Lead

Overview

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 is fueling 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 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 has delivered software used by over 140,000 field professionals, impacting millions of users and contributing to $10B+ in built projects. Many of us come from the field ourselves, giving us a deep understanding of the industry’s unique challenges.
After years of building the “brain” of construction, we’re now launching production-ready AI agents—starting with intelligent document processing and Q&A, and rapidly expanding into core operational workflows. Our team has doubled in the past year, and with 65+ employees (25+ engineers), we’re scaling fast and entering a period of hypergrowth—this is a rare opportunity to join at an inflection point.

• 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 - and you’ll still be expected to deliver outcomes.
• You’ll own work outside of the job description to keep the business moving.

• Ramp & readiness systems:
  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).
• Seller efficiency and time-to-value enablement:
  Deliver in-the-flow assets such as 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.
• Qualification & execution operating system:
  Establish SPICED as the shared operating system across GTM teams, define how it’s used day-to-day, and embed it into coaching scorecards, call review standards, stage expectations, and CRM reinforcement.
• Use MEDDPICCR as a complementary enterprise-grade qualification and deal inspection framework for complex, multi-stakeholder opportunities.
• Enterprise-ready selling enablement:
  Enable reps to run complex enterprise deals with repeatable plays—stakeholder mapping, decision criteria discovery, mutual action plans, security/procurement readiness support, and negotiation discipline.
• AI-forward enablement engine:
  Use AI to accelerate enablement creation, iteration, and delivery (e.g., turning top call transcripts into draft playbooks, talk tracks, onboarding modules).
• Revenue Operations support:
  Partner with Rev Ops to operationalize and drive adoption of stage definitions, required fields, pipeline/deal inspection rhythms, and handoff standards.
• Lifecycle continuity support for Sales→Implementation→CS:
  Provide support when it improves outcomes (handoff quality, expectation-setting, value framing, renewal readiness inputs).

• Accelerate ramp for new BDRs/AEs/SEs through clearer readiness standards, coaching cadence, and practical certifications.
• Ship a small set of high-usage, stage-based assets that improve seller efficiency fast.
• Standardize SPICED usage across GTM (and align MEDDPICCR for complex enterprise deals).
• Tighten core sales operations adoption in Hub Spot (stages/fields/handoffs/inspection), in partnership with Rev Ops.
• Establish lightweight measurement for enablement impact (ramp and execution signals).