Account Executive, Enterprise (Canada)

Stripe · CA-Toronto, CA-Montreal, CA-Vancouver · 1175 Enterprise - Account Executives (NA) · listed August 12, 2026

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The shape of it

Seniority
Senior
Experience asked
15+ years
Where
On site
Requirements listed
11
Length
455 words

In the posting’s own words

As an Enterprise Account Executive you’ll grow, retain, and win new enterprise business in Canada. You’ll own a portfolio of existing customers while identifying and developing new-logo opportunities. You’ll set and execute long-term account and territory strategies, build relationships with senior customer and internal stakeholders, and partner with product and technical teams to align on business and technical requirements. You’ll build value in competitive situations, lead commercial negotiations, and close new business, expansion, and renewal deals.

What it asks for · 11

  • 15+ years of sales experience, preferably selling a technical product, with a track record of top performance
  • 10+ years leading complex sales cycles with Enterprise organizations required
  • Ability to understand technical requirements and craft solutions across multiple products
  • Ability to develop and execute account plans spanning multiple business units across complex organizations
  • A knack for working well with a wide range of people, both internally and externally
  • Strong presentation skills, particularly for in-person meetings with multiple stakeholders
  • Proven ability to lead complex negotiations involving bespoke commercial agreements
  • Superior verbal and written communication skills
  • Ability to operate in a highly ambiguous and fast-paced environment
  • Strong interest in technology and a deep understanding of the space
  • Payments experience is a plus!

What the job covers

  • Work with existing Stripe customers to develop and execute long-term sales strategies that expand Stripe revenue.
  • Prospect, qualify, and develop new-logo opportunities across your territory, building a pipeline of enterprise prospects in Canada.
  • Own the full sales cycle for new business and expansion opportunities, from business-case development through deal structuring, negotiation, and close.
  • Develop account plans and cross-sell into a portfolio of strategic customers, driving growth through expansion and new revenue streams.
  • Set deal strategy and lead commercial negotiations for large, complex renewals.
  • Build relationships with executive stakeholders across your book of business. Understand the problems they are solving, and help identify the right solutions.
  • Map accounts and coordinate meetings with the right external stakeholders to deepen and expand customer relationships.
  • Lead and contribute to team projects that improve the sales process and shape Stripe’s sales culture.

Tools and skills named

Go to market
  • Negotiation

Words the posting leans on

  • business6×
  • requirements6×
  • sales6×
  • account5×
  • customers5×
  • complex4×
  • develop4×
  • enterprise4×
  • lead4×
  • negotiations4×
  • stakeholders4×
  • technical4×
  • deal3×
  • expansion3×
  • multiple3×
  • product3×

Counted from the posting after the mission statement and the legal notices are set aside. The ones near the top are the ones a screener is looking for.

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How this page was made

An automated read of a public job posting, fetched August 25, 2026 and last changed by Stripe on August 18, 2026. Every list above is pulled from the posting’s own sentences — nothing rewritten, nothing added, no judgment about the role or the company. Counts and seniority are read off the text by rule, so they can be wrong where the posting is unusual. The original is the only thing that binds. Openings close without warning; check the source before spending an evening on it.