Who we areAbout the company the company is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use the company to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented chance to put the global economy within everyone’s reach while doing the most important work of your career.
What you’ll do As an Enterprise Account Executiveyou’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.
Responsibilities Work with existing the company customers to develop and execute long‑term sales strategies that expand the company 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 current 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 the company’s sales culture.
Who you are We’re looking for someone who meets the minimum requirements to be considered for the role. If you meet these requirements, you are encouraged to apply. The preferred qualifications are a bonus, not a requirement.
Minimum requirements 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
Solid interest in technology and a deep understanding of the space
Payments experience is a plus!

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📌 Account Executive, Enterprise (Canada) (Ontario)
🏢 United States Digital Space
📍 Ontario