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Account Executive (AI Cloud) at Featherless.ai

Featherless
OttawaOttawa
Los AngelesLos Angeles
SaltSalt
Full-time
Not Disclosed
Mid-Level

Job Description

Key Skills Required

Master these to land this role

AI CloudSales RepresentativeEnterprise SalesTechnical SalesHubSpot

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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, they are a well-funded team of researchers and engineers on a mission to democratize AI through performance and accessibility. Their 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

Featherless is seeking an experienced Account Executive (AI Cloud) 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. Responsibilities include carrying quota, closing enterprise and scale-up deals, and helping shape the commercial motion at a company 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.

Ideal candidates are self-starters who love technical sales, enjoy working at the frontier of AI infrastructure, and want outsized impact and ownership at a Series A company.

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 — including discovery, demo, proposal, negotiation, and 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, and 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

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Featherless is a pioneering technology company that embodies the spirit of innovation and forward thinking. The name 'Featherless' suggests a departure from the conventional, embracing a future where boundaries are pushed, and possibilities are endless. With a focus on cutting-edge solutions, Featherless is poised to make a significant impact in the tech industry. The company's mission is to leverage technology to simplify complex problems, making life easier for individuals and businesses alike. By fostering a culture of creativity, collaboration, and continuous learning, Featherless aims to attract top talent and retain its position at the forefront of technological advancements. With a strong foundation in research and development, Featherless is committed to delivering high-quality products and services that meet the evolving needs of its customers. As the company continues to grow and expand its offerings, it remains dedicated to its core values of innovation, inclusivity, and customer satisfaction. Whether through artificial intelligence, cybersecurity, or other emerging technologies, Featherless is dedicated to making a lasting difference in the world. With its sights set on the future, Featherless is an exciting and dynamic company that is sure to leave a lasting impression on the tech landscape.

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Account Executive (AI Cloud) at Featherless.ai at Featherless | HireSkys