Founding Account Executive (AI Cloud)

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're 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's 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.

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

Responsibilities

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; 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

Requirements

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