Founding GTM Lead (AI-Native Outbound & Sales)

Humwork connects AI agents to verified human experts in real time, so they can escalate when they get stuck and keep going.

About the role

Humwork is building the infrastructure layer for human-in-the-loop AI. When an AI agent gets stuck on something that requires real judgment, whether that is a coding issue, a legal question, a design decision, or a marketing rewrite, Humwork routes the task to the right human expert in real time.

We are looking for a Founding GTM Lead to build our go-to-market motion from scratch. This is not a role for someone who wants to inherit a polished funnel, a large sales team, or a mature playbook. This is a role for someone who wants to create the playbook.

You will work directly with the founders to figure out who our best early customers are, how to reach them, what messaging converts, which channels scale, and how to turn a messy early market into repeatable pipeline and revenue. You should be as comfortable writing outbound copy and talking to prospects as you are building workflows in tools like Clay, n8n, Apollo, Happenstance, sequencing platforms, CRM systems, AI research tools, OpenClaw, and Claude Code. If you have strong opinions on a better stack, even better.

The right person for this role is not just good at sales and not just good at automation. You are the kind of operator who uses AI as a force multiplier every day, ships quickly, learns from the market fast, and cares about revenue outcomes more than job boundaries.

What you’ll do

You will own outbound, GTM experimentation, and early sales execution end to end.

That includes:

• building target account lists and segmenting ICPs;
• researching signals and designing outbound workflows;
• writing and testing messaging across email, LinkedIn, and other channels;
• launching campaigns and iterating quickly based on response data;
• qualifying opportunities and running early sales conversations;
• helping close pilots and early customers;
• building enrichment, routing, CRM, and reporting systems behind the motion; and
• feeding market insight back into product, packaging, and positioning.

Because Humwork is creating a new category, part of your job will be market discovery. You will talk to users and prospects constantly, identify where the pain is strongest, refine messaging, shape packaging, and bring that learning back into both product and GTM strategy.

What success looks like

In this role, success means that we become much clearer about which early customer segments convert fastest, what message earns a response, which use cases create urgency, and which channels actually scale.

It also means that Humwork develops a repeatable outbound engine rather than a collection of one-off founder-led efforts. We should see better targeting, sharper positioning, more qualified conversations, more pilots, and a steadily improving funnel.

What we’re looking for

We care much more about evidence of exceptional execution than about conventional credentials. The strongest candidates will likely have experience in some combination of founding sales, GTM engineering, outbound growth, revenue operations, or running AI-native prospecting systems in an early-stage company.

You should have a strong track record of creating pipeline through outbound rather than relying on inbound demand or SDR support. You should be deeply familiar with modern GTM tooling, especially platforms like Clay, n8n, Apollo, sequencing tools, enrichment tools, CRM systems, and AI copilots or agents. You should know how to combine these tools into workflows that actually produce business results.

You should also be highly comfortable with ambiguity. This role will involve figuring out things that do not yet have obvious answers: which customer segment to prioritize, which wedge to lead with, which signals matter, what message earns a reply, and when to push for a pilot versus a broader enterprise conversation. If you need a fully defined territory and established process, this is probably not the right role.

We should talk if you...

• have built or run outbound systems yourself and can show the results;
• use AI tools constantly to research, write, automate, and improve workflows;
• can move between strategy, tooling, copy, and customer conversations fluidly;
• enjoy turning messy founder-led selling into a repeatable motion; and
• care about pipeline, pilots, closed revenue, and learning speed.

This role is probably not for you if you...

• mainly want to manage people rather than build yourself;
• think AI fluency means occasionally asking a chatbot for copy;
• only want to do one narrow part of GTM;
• need a mature company with stable process and lots of support; or
• care more about activity volume than outcomes.

Bonus points

It is a strong plus if you have sold or built GTM motions for AI products, developer tools, workflow automation tools, marketplaces, or products with novel categories that required market education. It is also a plus if you have experience selling into teams adopting agentic workflows, coding agents, or human-in-the-loop systems.

Why Humwork

Humwork is building something that will feel obvious in hindsight. AI agents are getting dramatically better, but they still fail when judgment, domain expertise, or edge-case reasoning matters most. We think the winning systems will not be purely autonomous. They will know when to ask for help, route that work to the right expert, and get back to work instantly.

That makes this a rare GTM problem. You are not selling another point solution into an established budget line. You are helping define a new category at the intersection of AI infrastructure, expert marketplaces, and reliability. If you want to shape how companies actually deploy AI agents in the real world, this is an unusually high-leverage seat.

What success looks like in the first 6 months

In your first six months, we would expect you to identify the highest-converting early segments, build a functioning outbound and follow-up engine, create clear messaging for one or two strong wedges, generate a meaningful pipeline of qualified conversations, and help convert early pilots or customers. Just as importantly, we would expect the company to understand its GTM motion far better because of your work.

When you apply, please include a short note answering these three questions:

1.What is the most effective outbound or GTM system you have personally built, and what measurable results did it create?

2.Which AI and GTM tools do you use most often today, and how do you combine them in practice?

3.If you joined Humwork tomorrow, which customer segment would you target first, and why?