Founding Account Executive, AI Cloud & Open Models

Featherless AI; Miami (FL); On-site; USD 180,000 - 240,000; Full time

Job summary

Featherless AI is seeking an experienced Account Executive (AI Cloud) to own deals end-to-end, build relationships with CTOs, ML leads and infrastructure decision-makers, and thrive in a fast-moving AI startup. You will carry quota, close enterprise and scale-up deals, and shape our commercial motion at a Series A company.

You’ll run full-cycle sales across mid-market and enterprise segments, craft proposals, negotiate multi-stakeholder agreements, and partner with the CRO to refine acquisition

Qualifications

• 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.

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.

Skills

Closing enterprise deals

Technical sales

Forecasting

CRM hygiene

Executive relationship building

Tools

HubSpot

Claude/ChatGPT

Job description

Featherless AI is seeking an experienced Account Executive (AI Cloud) to own deals end-to-end, build relationships with CTOs, ML leads and infrastructure decision-makers, and thrive in a fast-moving AI startup. You will carry quota, close enterprise and scale-up deals, and shape our commercial motion at a Series A company.

You’ll run full-cycle sales across mid-market and enterprise segments, craft proposals, negotiate multi-stakeholder agreements, and partner with the CRO to refine acquisition