Founding GTM AI Engineer — Hybrid NY

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

Benefits offered by this job

Competitive salary and stock option

4 medical plans (incl. 100% covered)

Learning & Growth stipend

Remote and hybrid options

Free lunch in NYC & Austin

Unlimited PTO

IRL / In-Person retreats

Job summary

Trunk Tools, Inc. is seeking a 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 is a builder role with a high amount of ownership, deeply technical yet focused on commercial outcomes.

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

• Define and own the GTM AI OS, end to end: treat the internal GTM toolset as a product.
• Workflow automation across the full funnel: build systems from signal to routing with no manual steps.
• AI orchestration: build and own the AI-agent layer for research, personalization, or summarization.
• Data architecture & pipeline (co-owned): shape the GTM data foundation with engineering.
• Stack ownership: evaluate tools, manage vendor relationships, and suggest stack changes as we scale.

Skills

AI automation

GTM strategy

GTM Ops

Product mindset

Communication

Builder mentality

Tools

Latest GTM automation tools

Job description

Trunk Tools, Inc. is seeking a 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 is a builder role with a high amount of ownership, deeply technical yet focused on commercial outcomes.