Founding GTM Engineer
- Compensation
- $160K–$190K / yr
- Location
- New York City HQ
- Work setup
- Not specified
- Seniority
- Not specified
- Employment
- Not specified
- Experience
- Not specified
- Category
- Sales
- Posted
Skills
Must have
- AI-pilled and fluent with the frontier - you use the latest models, tools, API calls, and MCPs daily, and you know how to turn them into working automations
- Strong business sense - you can dive into a real-world GTM problem, reason about tradeoffs, and figure out what actually moves the needle
- Exceptional communication - you frame problems clearly, explain your thinking crisply, and translate between technical and commercial audiences
- A builder's instinct for workflow automation and tool development - you go from a messy business problem to a working system fast, without waiting for a playbook
- A product mindset: able to prioritize, scope, and ship the right thing for internal "customers" across GTM
- Comfort in a fast-paced, ambiguous, execution-focused environment where you own outcomes end to end
Nice to have
- GTM strategy or operations background (RevOps, sales ops, growth) - a real plus, not a requirement
- Hands-on experience with the latest and greatest GTM AI automation tools - Clay, Claude, Chat, Zapier, and similar
- Experience building and deploying AI agents / agentic workflows
- Early-stage startup experience (comfort with ambiguity, no playbook)
- Any direct sales, SDR, or customer-facing exposure
- Construction, AEC, or vertical-SaaS industry familiarity
Full description
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 100+ employees (50+ engineers), we’re scaling fast and entering a period of hypergrowth. This is a rare opportunity to join at an inflection point.
About the role
Trunk Tools is hiring its first Founding GTM Engineer to build the workflow automation and AI orchestration that powers our entire go-to-market funnel. You'll sit at the intersection of product, sales, marketing, customer and engineering - acting less like a traditional operator and more like a systems engineer for revenue generation. This person will design and own the internal "AI operating system" that all of GTM at Trunk runs on: the automated workflows and the AI-agent layer that turn repeatable manual work into systems.
This is a builder role with an outsized amount of ownership. In many ways it's a pseudo- internal PM position: you'll decide what to build, prioritize across GTM functions, and ship the tooling the whole org depends on. It's deeply technical - you should be as capable as a strong software engineer - but the best person for it is also curious about the commercial side and, ideally, brings GTM strategy or ops experience of their own.
This is a founding seat: you'll be part of building the highest-leverage GTM ops team in the AI space.
What you'll own
- Growth & demand generation (primary first focus): the initial mandate is marketing. You'll build and automate the demand-gen engine - turning campaigns, signals, and content into repeatable, automated pipeline. This is where you'll start and where early impact matters most, before extending the same systems across the rest of the funnel.