F
Featherlessaivia Ashby
Founding Account Executive (AI Cloud)
REMOTEPosted 5d ago
OtherMid LevelFull-time#remote
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About the Role
ABOUT FEATHERLESS
Featherless.ai http://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 30,000+ 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 pre-Series A company — this is for you.
WHAT YOU'LL OWN IMMEDIATELY
- Carry and close a pipeline of enterprise, 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 develop pricing strategies, deal structures, and expansion playbooks
- Partner with BDR and DevRel on pipeline generation and ecosystem-driven sourcing
- 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 DevRel and Product on feedback loops 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, n8n, 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 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
- Competitive base + commission
Featherless.ai http://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 30,000+ 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 pre-Series A company — this is for you.
WHAT YOU'LL OWN IMMEDIATELY
- Carry and close a pipeline of enterprise, 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 develop pricing strategies, deal structures, and expansion playbooks
- Partner with BDR and DevRel on pipeline generation and ecosystem-driven sourcing
- 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 DevRel and Product on feedback loops 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, n8n, 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 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
- Competitive base + commission
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