Head of Sales jobs in United States
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Automat · 1 month ago

Head of Sales

Automat is a company focused on redefining Enterprise AI Agents and Intelligent Document Processing. They are seeking a hands-on sales leader to shape their go-to-market strategy, lead sales efforts, and connect their AI products with enterprise customers.

Artificial Intelligence (AI)Developer ToolsRobotic Process Automation (RPA)

Responsibilities

Lead early sales efforts across both product-led and outbound/inbound motions
Partner with the CEO and CTO on customer targeting, deal execution, and revenue strategy
Lead the full sales cycle -- from mapping use cases to demoing product to closing contracts
Translate complex product functionality and AI infrastructure into compelling narratives for technical and non-technical stakeholders
Build internal tooling, templates, and playbooks to make GTM efforts more scalable
Feed insights from customer conversations back into product, engineering, and design

Qualification

Technical fluencyB2B software salesOutbound strategy designAI ecosystem familiarityGTM tools proficiencyHigh-agency operationPassion for AISales cycle navigationStartup experienceClear communication

Required

Strong technical fluency -- you've sold technical products to data teams, operators, or engineers and can hold your own in a room full of builders
Experience selling complex B2B software, ideally at an early-stage startup or within an emerging tech category (AI, ML, automation, etc.)
Ability to design and execute outbound strategies as well as manage inbound and product-led pipelines (ability to build out territory plans, top of funnel strategy)
A knack for demoing and storytelling -- you can walk someone through a workflow and connect it to business value in seconds
Clear, thoughtful communicator who can talk to engineers, operators, and execs alike
High-agency operator who's comfortable iterating and improvising in public
Passion for AI, automation, and building things that make people's jobs easier
Experience navigating high-velocity sales cycles and complex enterprise deals
4–8+ years of experience in B2B sales, ideally with 2–5 years in a player/coach or management capacity

Preferred

Familiarity with the AI ecosystem (e.g., OpenAI, Anthropic, vector DBs, LLMOps) is a strong plus
Previous experience in startups or dynamic, high-growth environments

Company

Automat

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The end of legacy RPA. One platform for Automation + IDP that just works.

Funding

Current Stage
Early Stage
Total Funding
$19.75M
Key Investors
FelicisInitialized CapitalY Combinator
2025-11-19Series A· $15.5M
2023-09-06Seed· $3.75M
2023-03-09Pre Seed· $0.5M
Company data provided by crunchbase