Founding Account Executive (AI Cloud)

Featherless AI; Virginia (MN); On-site; USD 180,000 - 240,000; Full time

Job summary

Featherless.ai seeks an experienced Account Executive (AI Cloud) to own deals end-to-end, build relationships with CTOs and ML leads, and drive a repeatable GTM engine. You will work directly with the CRO and founders, engaging developers and AI leaders to shape our commercial motion.

You’ll own pipeline, run discovery and demos, and negotiate complex multi-stakeholder deals in a fast-moving Series A environment. Competitive base + commission offered.

Qualifications

• 3–6 years in a closing role in Cloud Infrastructure, MLOps, or AI/developer tooling.
• Proven track record closing deals with technical buyers (developers, ML engineers, CTOs).
• Comfortable navigating multi-stakeholder enterprise sales cycles.
• Strong written and verbal communication - concise, credible, technically literate.
• Entrepreneurial and self-driven - you build your own process and don't wait for a playbook.
• Disciplined forecaster with clean CRM habits and a data-driven approach to pipeline management.
• Familiar with HubSpot, Clay, Claude/ChatGPT or equivalent tools.

Responsibilities

• Run full-cycle sales across mid-market and enterprise segments.
• Lead high-quality discovery and technical demo calls tailored to each buyer's stack and use-case.
• Develop custom proposals and business cases that connect model inference needs to Featherless capabilities.
• Negotiate and close complex, multi-stakeholder deals.
• Expand revenue within existing accounts - identify upsell and cross-sell opportunities.
• Use AI tools extensively to automate research, outreach personalization, and workflow efficiency.
• Maintain clean CRM hygiene in HubSpot - all activity logged, pipeline stages accurate.
• Collaborate with product and engineering to share feedback from the field.
• Mentor BDRs and help define what great pipeline looks like.

Skills

Closing deals

Cloud infrastructure

MLOps

AI / developer tooling

HubSpot

Tools

HubSpot

Clay

Claude/ChatGPT

Job description

About Featherless

Featherless.ai is building the world's most reliable open-model inference platform - a serverless foundation for deploying and scaling AI without infrastructure overhead. Backed by AMD, Airbus Ventures, 500 Global, Kickstart Ventures, HF0 Residency, Panache Ventures, and Oakseed Ventures, we are a well-funded team of researchers and engineers on a mission to democratize AI through performance and accessibility. Our cloud provides instant access to 40,000+ open-source AI models and the research innovations powering next-generation efficiency, reliability, and model optimization.

About the Role

We're looking for an experienced Account Executive (AI Cloud) - someone who owns deals end-to-end, builds lasting relationships with technical buyers, and thrives in the early-stage chaos of a fast-moving AI company. This is a full-cycle sales role. You'll carry quota, close enterprise and scale-up deals, and help shape the commercial motion at a company that is redefining how AI teams deploy open-source models. You'll work directly with the CRO and founders, engage deeply with developers, ML engineers, and CTOs, and play a central role in building a repeatable GTM engine. If you're a self-starter who loves technical sales, enjoys working at the frontier of AI infrastructure, and wants outsized impact and ownership at a Series A company - this is for you.

What You'll Own Immediately

• Build and close a pipeline of scale-up and high-growth startup accounts
• Own deals from first contact through signed contract - discovery, demo, proposal, negotiation, close
• Build and maintain executive-level relationships with CTOs, ML leads, and infrastructure decision-makers
• Work with the CRO to refine acquisition and expansion playbooks
• Partner with BDR and DevRel on pipeline generation
• Maintain CRM rigor and deliver accurate forecasting and pipeline reporting
• Represent Featherless at industry events and conferences to generate and advance deals

Core Responsibilities

• Run full-cycle sales across mid-market and enterprise segments
• Lead high-quality discovery and technical demo calls tailored to each buyer's stack and use-case
• Develop custom proposals and business cases that connect model inference needs to Featherless capabilities
• Negotiate and close complex, multi-stakeholder deals
• Expand revenue within existing accounts - identify upsell and cross-sell opportunities
• Use AI tools extensively to automate research, outreach personalization, and workflow efficiency
• Maintain clean CRM hygiene in HubSpot - all activity logged, pipeline stages accurate
• Collaborate with product and engineering to share feedback from the field
• Mentor BDRs and help define what great pipeline looks like

What You Bring

• 3–6 years in a closing role in Cloud Infrastructure, MLOps, or AI/developer tooling
• Proven track record closing deals with technical buyers (developers, ML engineers, CTOs)
• Comfortable navigating multi-stakeholder enterprise sales cycles
• Strong written and verbal communication - concise, credible, technically literate
• Entrepreneurial and self-driven - you build your own process and don't wait for a playbook
• Disciplined forecaster with clean CRM habits and a data-driven approach to pipeline management
• Familiar with HubSpot, Clay, Claude/ChatGPT or equivalent tools

Why Featherless

• Build out the AE function at a company growing in one of the fastest-moving spaces in AI
• Work directly with the CRO - your wins shape the company's trajectory
• Be part of a small, high-performing team making open weight AI accessible to everyone
• Competitive base + commission

Compensation Range: $180K - $240K