Founding Account Executive (AI Cloud)

ABOUT FEATHERLESS Featherless.ai http://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. 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: $180K - $240K