Founding AI Cloud Account Executive

Featherless AI; Halifax; On-site; CAD 251,000 - 335,000; Full time

Benefits offered by this job

Competitive base + commission

Direct exposure to CRO and founders

Job summary

Featherless.ai is building the world's most reliable open-model inference platform — a serverless foundation for deploying and scaling AI without infrastructure overhead. We're looking for an experienced Account Executive (AI Cloud) who owns deals end-to-end, builds relationships with technical buyers, and thrives in the fast-moving AI startup environment.

You will work directly with the CRO and founders, close enterprise and scale-up deals, and help shape the commercial motion at a Series A

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

Cloud infrastructure

MLOps

AI / developer tooling

Technical sales

HubSpot

CRM hygiene

Claude/ChatGPT tools

Tools

HubSpot

Claude/ChatGPT

Clay

Job description

Featherless.ai is building the world's most reliable open-model inference platform — a serverless foundation for deploying and scaling AI without infrastructure overhead. We're looking for an experienced Account Executive (AI Cloud) who owns deals end-to-end, builds relationships with technical buyers, and thrives in the fast-moving AI startup environment.

You will work directly with the CRO and founders, close enterprise and scale-up deals, and help shape the commercial motion at a Series A