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Sales Development Representative (AI/ML Cloud Infrastructure) at Featherless.ai

Featherless
OttawaOttawa
New York CityNew York City
SaltSalt
Full-time
Not Disclosed
Mid-Level

Job Description

Key Skills Required

Master these to land this role

Sales RepresentativeEnterprise SalesAI/ML Cloud InfrastructureTechnical 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, 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.

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 Business Development Representatives (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 Account Executive function at a company growing in one of the fastest-moving spaces in AI
  • Work directly with the Chief Revenue Officer — your wins shape the company's trajectory
  • Be part of a small, high-performing team making open-weight AI accessible to everyone
  • Competitive base salary + 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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Sales Development Representative (AI/ML Cloud Infrastructure) at Featherless.ai at Featherless | HireSkys