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Stripe

Sales Manager, Enterprise (Canada)

Toronto, ON, Canada

Experience: 10+ years of sales experience including 5+ years of people management experience.
Posting language: English
Posted: Sep 23, 2026

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Original job description

Who we are

About Stripe

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.

About the team

The Velocity Enterprise Sales team engages with some of the largest and fastest-growing businesses in the world to unlock revenue potential through Stripe’s platform. Today, over 55,000 Canadian accounts represent an exceptional, untapped opportunity - previously managed remotely or unserviced locally. We are building out our dedicated Canadian footprint to put local leaders and Account Executives in front of local customers, driving substantial growth across the region. As a First Line Manager leading a team of 6 Account Executives focused on portfolio expansion ("Grower" roles), you will serve as a key strategic builder, shaping our team, expanding our Canadian presence, and leading one of our most exciting regional growth engines.

What you’ll do

Responsibilities

Recruit, develop, and lead a high-performing team of Existing Business Account Executives focused on the Enterprise segment, driving expansion and retention within Stripe’s largest customers.
Define and execute the long-term vision and strategy for the team, ensuring alignment to revenue growth, renewal, and multi-product adoption goals.
Manage day-to-day operations and performance, including forecasting, pipeline management, and attainment against key metrics such as net revenue retention and product penetration.
Coach and enable the team to lead consultative, solution-oriented conversations that identify new opportunities within existing relationships and deliver measurable customer impact.
Partner cross-functionally with Customer Success, Product, and Partnerships to surface customer insights and deliver a unified Stripe experience across accounts.
Build and maintain strong executive relationships with key customers to deepen engagement and uncover new areas for growth.
Inspire, develop, and mentor team members through regular coaching, feedback, and structured career development plans to elevate individual and team performance.
Represent Stripe at industry events and customer forums to drive brand advocacy and market awareness.

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

10+ years of sales experience including 5+ years of people management experience.
Demonstrated experience leading and Enterprise sales team in a high-growth technology environment.
Ability to hire, train and coach a high-performance sales team.
Ability to build strategic executive relationships with customers and industry thought leaders.
Demonstrated passion for helping to scale new technology businesses.
Ability to understand and articulate technical concepts, and translate them into industry- or business-relevant terms.

Preferred qualifications

Prior experience at a growth stage technology company.
Prior experience in the payments industry

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More about this job

Responsibilities

Lead and develop a team of six Enterprise Account Executives focused on expanding and retaining existing customer accounts, while setting the team’s strategy and managing forecasting, pipeline, and performance. Build executive customer relationships, coach the team, collaborate across functions, and represent Stripe at industry events and customer forums.

Requirements

Requires 10 or more years of sales experience, including at least five years of people management, and demonstrated leadership of an Enterprise sales team in a high-growth technology environment. Candidates should be able to hire and coach high-performing teams, build executive relationships, support scaling technology businesses, and explain technical concepts in business-relevant terms; payments industry experience is preferred.

Skills

Enterprise Sales
People Management
Sales Team Leadership
Hiring
Training
Coaching
Strategic Planning
Revenue Growth
Renewal Management
Pipeline Management
Forecasting
Executive Relationship Building
Consultative Selling
Cross-Functional Collaboration
Technical Communication
Customer Retention

Visa sponsorship

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Keywords

Stripe
Financial Infrastructure
Payments
Enterprise Sales
Account Executives
Existing Business Sales
Portfolio Expansion
Customer Retention
Revenue Growth
Renewals
Multi-Product Adoption
Net Revenue Retention
Product Penetration
Forecasting
Pipeline Management
Consultative Selling
Executive Relationships
Customer Success
Cross-Functional Collaboration
Partnerships
Product
High-Growth Technology
Canadian Market

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