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Head of Sales

Automat· Sales
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San FranciscoFull-timePosted 3mo ago

About the role

Sales leader to shape go-to-market strategy, run high-conviction experiments, and bring AI products to enterprise customers. Hands-on role involving closing deals, translating technical value into business outcomes, and building scalable GTM playbooks.

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

Qualifications

  • 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
  • Familiarity with the AI ecosystem (e.g., OpenAI, Anthropic, vector DBs, LLMOps) is a strong plus
  • Comfortable using modern GTM tools and experimenting with automation and AI in your own workflow
  • 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
  • Previous experience in startups or dynamic, high-growth environments

Skills

Required:Technical fluencyB2B software salesOutbound and inbound GTM planning

Benefits

  • Not specified in the description
Last updated Jul 23, 2026. Interested? Apply on the company site.
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About Automat

The Automation Company

AI AgentsRPAIDPAutomationAutomation Platform
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