Head of GTM – AI Agents

Bolder Apps

. Own positioning and messaging; decide who the product is for, what problem it solves, and how to communicate it .

Posted 10/21/2026contractRemote • United StatesLeadWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in positioning, messaging, and demand generation for B2B products, particularly in technical domains such as AI and SaaS. Proven ability to close deals, lead teams, and leverage data-driven insights to drive product adoption and revenue growth.

Highest-signal resume keywords

B2B Product Launch ExperienceTechnical Sales ExpertisePositioning And Messaging OwnershipDemand Generation StrategyTeam Leadership And Hiring

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Pricing StrategyCustomer ConversationsGTM StrategySales Process DevelopmentData AnalysisProduct Feedback IntegrationOutbound Sales DevelopmentAI Tools UtilizationDemo PresentationPipeline Management

Soft Skills

Excellent CommunicationPlayer-Coach MindsetAdaptabilityCollaborationProblem-Solving

Industry Keywords

B2B SaaSAI ProductsDeveloper ToolsAPIsTechnical BuyersProduct-Led GrowthSales Development RepresentativesAccount ExecutivesCommunity BuildingStartup Ecosystem

About the role

Key responsibilities & impact

Own positioning and messaging; decide who the product is for, what problem it solves, and how to communicate it
Define the ICP and validate or change it using customer conversations and data
Run pricing and packaging experiments based on buyer behavior
Build outbound from scratch, including lists, sequences, first calls, and handoff from founder-led sales
Land initial design partners and convert them into paying customers, references, and product feedback
Close the first real revenue directly
Establish demand generation and content activities, including launches, writing, demos, and buyer-facing presence
Collaborate with the founder and founding engineers and feed customer insights into the product
Set up a simple GTM stack and key performance metrics
Hire and lead the GTM team once the sales motion is proven

Requirements

What you’ll need

You've taken a B2B product from zero, or close to it, to its first paying customers. You closed a real share of those deals yourself
You've sold technical products: AI, developer tools, APIs, or B2B SaaS bought by technical teams
You're comfortable with technical buyers. You can run the demo, follow the architecture questions, and know when to bring in an engineer
You've owned positioning, ICP, and pricing work, not just executed someone else's plan
You're a player-coach. You write the emails, run the calls, and build the process yourself
You use AI tools in your own daily work, and you can tell real agent value from hype
You work well from a fuzzy brief, decide with data, and show results in weeks, not quarters
Excellent written and verbal communication; you can explain the product to a skeptical buyer and the pipeline to a founder without a slide deck
Nice to have: You were one of the first GTM hires at a startup that went on to raise or scale
Nice to have: Experience selling AI agents, automation, or workflow tools
Nice to have: Product-led growth alongside a sales motion
Nice to have: You've built a content or community engine that created real pipeline
Nice to have: A network among engineering leaders, ops leaders, or startup founders
Nice to have: You've hired and managed SDRs or AEs before

Benefits

Comp & perks

A founding seat. You own go-to-market and shape how the company sells
Founding equity
A direct line to the founder and the founding engineers, with no layers in between
Remote anywhere in the US, ideally keeping hours that overlap with Pacific time
The tools you need to run real GTM experiments
A small, experienced team that trusts you to run your own work
The chance to build and lead the GTM team as the company grows