Founding Account Executive (AI Cloud)

Featherless AI; Ottawa; On-site; CAD 90,000 - 130,000; Full time

Job summary

Featherless AI is seeking an experienced Account Executive (AI Cloud) to own deals end-to-end and build relationships with technical buyers across mid-market and enterprise teams. You'll close enterprise and scale-up opportunities while shaping Featherless's commercial motion.

You'll collaborate with the CRO, founders, and developers to articulate value, craft compelling proposals, and drive a repeatable GTM engine in a fast-moving Series A environment.

Qualifications

• Full-cycle sales experience engaging CTOs and ML leaders.
• Proven ability to close enterprise-scale deals.
• Experience with open-model AI or cloud infrastructure is a plus.
• Strong relationship-building skills with technical buyers.

Responsibilities

• 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 executive-level relationships with CTOs, ML leads, and infrastructure decision-makers.
• Refine acquisition and expansion playbooks with the CRO.
• Run full-cycle sales across mid-market and enterprise.

Job description

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.

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