Featherless AI Inc. logo

Founding Account Executive (AI Cloud)

Job Overview

Location

Remote (US & Canada)

Job Type

Full-time

Category

Account Executive

Date Posted

May 16, 2026

Full Job Description

đź“‹ Description

  • • Own end-to-end sales cycles for enterprise, scale-up, and high-growth startup accounts in AI cloud infrastructure, from first contact through contract signing
  • • Conduct discovery and technical demo calls tailored to buyers’ stacks and use cases, engaging directly with developers, ML engineers, and CTOs
  • • Build and maintain executive relationships with technical decision-makers to drive trust, adoption, and long-term account expansion
  • • Develop custom proposals and business cases that align Featherless’s open-model inference platform with clients’ model deployment, efficiency, and scalability needs
  • • Negotiate and close complex, multi-stakeholder deals in a fast-moving AI infrastructure market
  • • Identify and pursue upsell and cross-sell opportunities within existing accounts to drive revenue growth
  • • Work closely with the Chief Revenue Officer to shape pricing strategies, deal structures, and expansion playbooks for the GTM motion
  • • Partner with Business Development Representatives (BDRs) and Developer Relations (DevRel) teams to generate and advance pipeline through ecosystem-driven sourcing
  • • Represent Featherless AI at industry events and conferences to generate new leads and accelerate deal progression
  • • Maintain rigorous CRM hygiene in HubSpot, ensuring accurate logging of all activities and precise pipeline forecasting
  • • Use AI tools extensively to automate research, personalize outreach, and optimize sales workflows
  • • Collaborate with Product and DevRel teams to translate customer feedback into product insights and feature priorities
  • • Mentor junior BDRs and help define what constitutes high-quality pipeline and effective sales motion in the AI cloud space
  • • Drive quota attainment through disciplined pipeline management, consistent outreach, and strategic account prioritization
  • • Operate with high autonomy in a pre-Series A startup environment, building processes where none exist and adapting quickly to market feedback
  • • Maintain technical literacy to speak credibly with engineering teams about open-source AI models, inference performance, and infrastructure overhead
  • • Deliver accurate and timely pipeline reporting to leadership with data-driven insights on conversion rates, deal velocity, and forecast reliability
  • • Stay current on developments in open-model AI, serverless inference, and MLOps infrastructure to position Featherless as a thought leader in sales conversations
  • • Balance entrepreneurial initiative with structured execution, creating repeatable patterns while remaining agile in an evolving market
  • • Operate remotely across US and Canada with full ownership of territory and account portfolio

🎯 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

🏖️ Benefits

  • • Competitive base + commission
  • • 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

Skills & Technologies

Remote

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Featherless AI Inc. logo
Featherless AI Inc.
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About Featherless AI Inc.

Featherless AI Inc. provides serverless LLM hosting, offering developers and AI teams worldwide instant access to a continually expanding library of over 17,300 open-source models. Their platform facilitates seamless deployment for fine-tuning, testing, and production, empowering diverse applications from AI software development to creative writing platforms. Featherless distinguishes itself by eliminating the burden of server management and significantly reducing inference costs, providing transparent, flat-rate pricing with unlimited tokens. As an AI research lab, they pioneer open-source, post-transformer model research and aim to make advanced AI more accessible and affordable for a global customer base, supporting innovation across various industries.

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