Founding Account Executive

Job summary

Own the full sales cycle from inbound lead through product demonstration, qualification, and signed contract, closing deals on a short timeline. Work with the founders and engineering team to develop the sales playbook and shape early go-to-market strategy.

Job details

We're hiring a founding Account Executive for a YC-backed AI infrastructure startup. Their open-source AI agents automate browser workflows through an API, developers use the product for free, and companies come to them when they need enterprise features. This is the first real sales hire, so you'll help build the playbook. Location: Fully remote, CANADA-based. What you'll do Own the full cycle from inbound lead to signed contract Run live product demos with real agents doing real tasks, not slides Qualify hard and close in weeks, not quarters Sell to technical buyers: engineering leads, founders and ops teams Work directly with the founders and engineering, and shape early GTM What we're looking for You've carried a quota and personally closed deals at a startup You've sold a technical product (devtools, APIs, infra, data, AI or automation) to technical buyers You're comfortable demoing and holding a technical conversation yourself Bonus: inbound, product-led or open-source to enterprise sales, short-cycle mid-market deals, or you were a founding/early AE who built the process Probably not a fit if your experience is SDR/BDR only, renewals or account management only, or only long enterprise cycles at big companies. This role is recruited by Jack (hirewithjack.ai). Apply here and we'll reach out to set up a quick 15 minute call.

What you’ll do

Own the full sales cycle from inbound lead through product demonstration, qualification, and signed contract, closing deals on a short timeline. Work with the founders and engineering team to develop the sales playbook and shape early go-to-market strategy.

Requirements

Candidates should have carried a quota and personally closed deals at a startup, ideally selling a technical product such as developer tools, APIs, infrastructure, data, AI, or automation to technical buyers. They should be comfortable leading product demos and technical conversations; experience with inbound, product-led, or open-source-to-enterprise sales and early-stage sales process building is a bonus.

Listed skills

• Full-Cycle Sales · Preferred
• Deal Closing · Preferred
• Lead Qualification · Preferred

Other relevant skills

Identified from the job description. Confirm important requirements above.

• Full-Cycle Sales
• Quota Attainment
• Deal Closing
• Product Demonstrations
• Technical Sales
• Enterprise Sales
• Lead Qualification
• Sales Playbook Development
• Go-to-Market Strategy
• Inbound Sales
• Product-Led Sales
• Open-Source Sales
• API Sales
• Developer Tools Sales
• AI Infrastructure Sales
• Automation Sales

Job areas

• Sales
• Technology
• Software
• Management & Leadership