Founding Account Executive (AI Cloud) (Toronto)

Founding Account Executive (AI Cloud) (Toronto)

06 Sep
|
Featherless AI
|
Toronto

06 Sep

Featherless AI

Toronto

ai is building the world's most reliable open-model inference platform — a serverless foundation for deploying and scaling AI without infrastructure overhead. 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.

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 quick-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 Partner with BDR and DevRel on pipeline generation Maintain CRM rigor and deliver accurate forecasting and pipeline reporting 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 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 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 ~ Disciplined forecaster with clean CRM habits and a data-driven approach to pipeline management ~ Build out the AE function at a company growing in one of the fastest-moving spaces in AI Be part of a small, high-performing team making open weight AI accessible to everyone

📌 Founding Account Executive (AI Cloud) (Toronto)
🏢 Featherless AI
📍 Toronto

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