Founding Account Executive (AI Cloud)

Department: Go-to-market

Location: Remote (US & Canada), Atlanta, Los Angeles, Tampa, Miami, Orlando, Ottawa, New York City, Salt Lake City, Nashville, Ashburn, Austin, Montreal, Toronto, Halifax, Dallas-Fort Worth, Boston, Houston, Washington, Vancouver

Employment Type: FullTime

About Featherless

Featherless.ai is building the worlds 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, were 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

Were 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. Youll carry quota, close enterprise and scale-up deals, and help shape the commercial motion at a company thats redefining how AI teams deploy open-source models. Youll 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 youre 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 Youll 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 buyers 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 dont 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 companys trajectory

• Be part of a small, high-performing team making open weight AI accessible to everyone

• Competitive base + commission