Head of Sales
Position: Head of Sales
Who is Automat?
Automat was founded by a diverse group of creative technologists from teams like Google's Creative Lab, and Samsung’s innovation Think Tank Team. We envision a future where intelligent agents streamline business operations -- and one day, run their own enterprises. We’re redefining Enterprise AI Agents (Robotic Process Automation) and Intelligent Document Processing (IDP), developing the necessary tooling and infrastructure to incorporate the advancements of AI into practical, real-world applications.
We value curiosity, collaboration, and impact above rigid requirements. If you’re excited about AI and automation, thrive in flexible, creative environments, and want to work on meaningful, pioneering projects -- this role is for you.
The Role
We’re looking for a hands-on sales leader who thrives at the intersection of product, customer, and technical narrative. You’ll work closely with our CEO and founding team to shape our go-to-market strategy, run high-conviction experiments, and bring our AI products into the hands of real customers at an enterprise scale. This is not a pure management role -- you’ll be in the trenches helping close deals, distill technical value into business outcomes, and lay the foundation for a scalable, product-centric sales motion.
You’ll also work alongside engineers and designers to translate user needs into product priorities, develop repeatable playbooks, and tell the story of what Automat unlocks for the enterprise.
What You’ll Do:
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
What Drives You:
You’re a builder at heart -- energized by creating systems, not inheriting them
You want to get deep into the product and understand how it works under the hood
You believe the best sales strategy starts with understanding real problems
You’re comfortable with ambiguity, fast feedback loops, and wearing multiple hats
You love figuring out what makes technical buyers tick -- and earning their trust
What’s in Your Toolbox:
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
What We’re Looking For:
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