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Founding Account Executive; AI Cloud

Job in Ashburn, Loudoun County, Virginia, 22011, USA
Listing for: Featherless AI
Full Time position
Listed on 2026-06-12
Job specializations:
  • Sales
    SaaS Sales, Technical Sales, Business Development
Salary/Wage Range or Industry Benchmark: 80000 - 100000 USD Yearly USD 80000.00 100000.00 YEAR
Job Description & How to Apply Below
Position: 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 30,000+ 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
  • Carry and close a pipeline of enterprise, 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 develop pricing strategies, deal structures, and expansion playbooks
  • Partner with BDR and Dev Rel on pipeline generation and ecosystem‑driven sourcing
  • 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 Hub Spot — all activity logged, pipeline stages accurate

    Collaborate with Dev Rel and Product on feedback loops 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 Hub Spot, Clay, n8n, 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 founders and 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
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