Jack logo

Founding Account Executive

JackApplies on LinkedInSales
Hiring from
Canada, United States
Work type
Remote
Posted
Sep 28, 2026
Is this job info correct?

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.

Similar jobs

Apply on LinkedIn