Founding GTM AI Engineer: Build the Revenue OS

Trunk Tools; New York (NY); Hybrid; USD 180,000 - 240,000; Full time

Benefits offered by this job

Medical plans

Stock options

Remote & Hybrid work options

Free lunch in NYC & Austin

Unlimited PTO

IRL retreats

Growth stipend

Job summary

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—designing and owning the internal AI operating system that runs GTM.

This is a founder seat with substantial ownership, requiring hands-on software skills and a business mindset to prioritize, ship, and contribute to GTM strategy as we scale; remote and hybrid

Qualifications

• 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

Responsibilities

• The GTM AI OS, end to end: treat the internal GTM toolset as a product. Gather requirements from GTM leaders, prioritize across functions, build, ship, measure, and iterate - the AI operating system the whole org runs on.
• Workflow automation across the full funnel: build systems that take an account from raw signal through enrichment, scoring, routing, and outbound orchestration with no manual steps in between - and extend the same automation into post-sale handoffs.
• AI orchestration: build and own the AI-agent layer - internal agents for account research, personalization, qualification, call summarization, and analysis at scale.
• Data architecture & pipeline (co-owned): you'll have a real hand in the GTM data foundation and pipeline that everything else runs on. This is co-owned with engineering and a planned data-engineering hire - you shape and depend on it, but you won't carry it alone.
• Stack ownership: evaluate new tools, manage vendor relationships, and recommend stack changes as we scale.

Job description

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—designing and owning the internal AI operating system that runs GTM.

This is a founder seat with substantial ownership, requiring hands-on software skills and a business mindset to prioritize, ship, and contribute to GTM strategy as we scale; remote and hybrid