Featherless AI Logo

Featherless AI

Founding Account Executive (AI Cloud)

Posted One Month Ago
In-Office or Remote
2 Locations
Mid level
In-Office or Remote
2 Locations
Mid level
Own full-cycle sales for Featherless’s AI inference cloud, from prospecting and discovery through technical demos, proposals, negotiation, and close. Build relationships with CTOs, ML engineers, and infrastructure leaders; close mid-market and enterprise deals; expand existing accounts; maintain HubSpot CRM accuracy and forecasting; collaborate with CRO, BDR, DevRel, product, and engineering; and help establish repeatable sales and go-to-market processes.
The summary above was generated by AI
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.


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
  • 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

Similar Jobs

Yesterday
Easy Apply
Remote or Hybrid
Canada
Easy Apply
Mid level
Mid level
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
Manage enterprise customers after implementation by creating joint success plans, conducting executive business reviews and operational workshops, recommending workflow improvements, and helping customers maximize Samsara’s IoT platform. Collaborate cross-functionally with Sales, Support, Sales Engineering, and Product; mentor Customer Success and Support teams; resolve issues; and drive safety, efficiency, and sustainability outcomes. The role is remote in Canada and requires 25–40% customer travel.
Top Skills: IotSaaSVehicle Telematics
2 Days Ago
Easy Apply
Remote or Hybrid
Toronto, ON, CAN
Easy Apply
Entry level
Entry level
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
Generate and qualify enterprise sales opportunities for Samsara’s SaaS products by conducting approximately 50 daily cold calls, mapping accounts, engaging executives, and building product demand. The role requires resilience, curiosity, collaboration, and the ability to learn technical concepts and use AI in daily workflows. Successful representatives may advance to closing sales roles within two years.
Top Skills: Artificial Intelligence (Ai)Internet Of Things (Iot)Linkedin Sales NavigatorSalesforceZoominfo
2 Days Ago
Easy Apply
Remote or Hybrid
Toronto, ON, CAN
Easy Apply
Entry level
Entry level
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
Entry-level sales role focused on responding to prospective customer inquiries, booking product demos, identifying new business opportunities, supporting Account Development and Account Executive teams, and maintaining accurate CRM records. The position includes formal and on-the-job training to develop into an outbound Account Development Representative and offers a progression path toward Account Executive.
Top Skills: CRMInternet Of Things (Iot)SaaSSalesforce

What you need to know about the Toronto Tech Scene

Although home to some of the biggest names in tech, including Google, Microsoft and Amazon, Toronto has established itself as one of the largest startup ecosystems in the world. And with over 2,000 startups — more than 30 percent of the country's total startups — Toronto continues to attract new businesses. Be it helping entrepreneurs manage their finances, simplifying business operations by automating payroll or assisting pharmaceutical companies in launching new drugs, the city's tech scene is just getting started.

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account