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Founding Account Executive (AI Cloud)

Featherless AI
Ottawa, CAN
Full-time
Onsite
$180K–$240K
Discovered 1 months ago
Enterprise salesFull-cycle salesCloud infrastructureMLOpsAI developer toolingTechnical sales

Full Job Posting

About Featherless

Featherless.ai builds a serverless open-model inference platform for deploying and scaling AI without infrastructure overhead.

Its cloud provides access to more than 40,000 open-source AI models and model optimization innovations.

About the Role

Experienced Account Executive role owning deals end-to-end and building relationships with technical buyers.

This is a full-cycle sales role focused on enterprise and scale-up deals in AI infrastructure.

The role works directly with the CRO and founders and helps build a repeatable go-to-market engine.

What You'll Own Immediately

  • Build and close a pipeline of scale-up and high-growth startup accounts.
  • Own discovery, demos, proposals, negotiations, and signed contracts.
  • Build executive relationships with CTOs, ML leads, and infrastructure decision-makers.
  • Refine acquisition and expansion playbooks with the CRO.
  • Partner with BDR and DevRel on pipeline generation.
  • Maintain CRM rigor, accurate forecasts, and pipeline reporting.
  • Represent Featherless at industry events and conferences.

Core Responsibilities

  • Run full-cycle mid-market and enterprise sales.
  • Lead technical discovery and demo calls tailored to buyer use cases.
  • Develop proposals and business cases linking inference needs to company capabilities.
  • Negotiate and close complex multi-stakeholder deals.
  • Identify account upsell and cross-sell opportunities.
  • Use AI tools for research, outreach personalization, and workflow efficiency.
  • Maintain HubSpot activity and accurate pipeline stages.
  • Share field feedback with product and engineering.
  • Mentor BDRs and help define pipeline quality.

What You Bring

  • 3–6 years in a closing role in cloud infrastructure, MLOps, or AI/developer tooling.
  • Proven record closing with developers, ML engineers, and CTOs.
  • Ability to navigate multi-stakeholder enterprise sales cycles.
  • Strong technically literate written and verbal communication.
  • Entrepreneurial and self-driven approach.
  • Disciplined forecasting and CRM habits.
  • Familiarity with HubSpot, Clay, Claude/ChatGPT, or equivalent tools.

Compensation

  • Competitive base salary plus commission.
  • Compensation range: $180K–$240K.

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