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Featherless AI

Founding Sales Engineer

Posted 3 Days Ago
In-Office or Remote
Hiring Remotely in Chicago, IL, USA
150K-190K Annually
Senior level
In-Office or Remote
Hiring Remotely in Chicago, IL, USA
150K-190K Annually
Senior level
Own full-cycle technical sales for Featherless’s AI inference platform across mid-market and enterprise accounts. Responsibilities include prospecting, discovery, technical demonstrations, proposals, negotiations, closing, account expansion, forecasting, CRM management, event representation, and collaboration with product, engineering, BDR, and DevRel teams.
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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.

  • 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

 
 
 
 
 
 

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