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Senior Enterprise Sales Executive Sales Home-based, Canada (ON)

Checkout Ltd | , , canada, Canada | Posted May 29, 2026

Position Overview

What you will do

  • Strategically prospect and plan within a defined territory of high‑value Enterprise accounts—leveraging market intelligence, networks, and disciplined outbound execution to build a robust pipeline.
  • Engage consultatively with merchant leaders , deeply understanding their payments, risk, and operational challenges to propose tailored, high‑impact solutions.
  • Act as deal captain : coordinate cross‑functional resources (performance, solutions engineering, risk, legal), build quantitative business cases, and drive opportunities forward with clear, strategic leadership.
  • Lead complex negotiations , manage objections, and consistently bring high‑value, multi‑product deals to closure.
  • Operate with ownership : track and analyze performance metrics, continuously refine strategy, and help shape our local GTM playbook.
  • Represent Checkout.com in‑market , helping to raise...

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