Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe 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 opportunity to put the global economy within everyone’s reach while doing the most important work of your career.
What you’ll doAs 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.
Responsibilities- 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.
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
- Strong interest in technology and a deep understanding of the space
- Payments experience is a plus!
Skills Required
- 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
- 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
- Ability to work 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
Stripe Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Stripe and has not been reviewed or approved by Stripe.
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Healthcare Strength — Healthcare is positioned as comprehensive across mental, physical, and medical plans. Mental-health support is repeatedly surfaced as a meaningful part of overall coverage.
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Parental & Family Support — Parental leave and fertility benefits are highlighted as core elements of the package. Leave-related benefits are portrayed as a standout area of support for families.
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Fair & Transparent Compensation — Compensation is framed as a relative strength compared to other parts of the employee experience. Pay is frequently characterized as competitive and, for many roles, perceived as fair in absolute terms.
Stripe Insights
What We Do
Stripe is a technology company that builds economic infrastructure for the internet. Businesses of every size—from new startups to public companies like Salesforce and Facebook—use the company’s software to accept online payments and run technically sophisticated financial operations in more than 100 countries. Stripe helps new companies get started and grow their revenues, and established businesses accelerate into new markets and launch new business models. Over the long term, Stripe aims to increase the GDP of the internet.

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