On-site
SaaS
greenhouse
About this role
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 Account Executive, SMB Grower team is a highly consultative sales team that is responsible for the growth and retention of Stripe’s largest and fastest growing SMB customers. As an Account Executive, SMB Grower team member, you’ll identify new opportunities for our clients to get the most out of Stripe by quickly understanding our clients’ needs, execute scaled sales strategies to close upsell and renewals with existing Stripe customers, and drive end-to-end campaigns to increase adoption of Stripe’s offerings.
What you’ll do
Responsibilities
- Own contract renewals and lead negotiations to increase and retain existing customer revenue and Stripe market share
- Develop and implement full sales cycle strategies for driving product adoption, net new product sales, and client retention at scale among existing Stripe customers
- Solve complex client needs and work across product, sales, risk, and operations teams to improve our product
- Own the full sales cycle from lead to close for startups and small/medium businesses
- Generate your own leads through cold callin
Selling Motion
Sales Cycle
Enterprise
6–18 month cycles, complex multi-stakeholder deals
Prospecting
Outbound-Heavy
Self-sourced pipeline via cold outreach
Buyer Persona
C-Suite
Selling to executive decision-makers
Territory
Greenfield
Build territory from scratch — net-new logos
Requirements at a Glance
Typical Day — Account Executive
Estimates based on role type and selling motion — actual may vary by company.
SaaS — Interview Intel
Typical Sales Cycle
30–90 days (SMB) · 3–9 months (Mid-Market) · 6–18 months (Enterprise)
Common Buyer Objections
- "We're locked into a contract with [competitor]"
- "We built something in-house already"
- "We don't have budget until next quarter"
- "Our team won't adopt another tool"
Key Industry Metrics
Hot Topics to Reference
- • AI-native product disruption
- • PLG vs sales-led motion debate
- • Vertical SaaS consolidation
- • Usage-based pricing models
Use these insights to speak the buyer's language in interviews.
Tags
Walk me through your discovery process.
Template questionHow do you handle a prospect who goes silent mid-deal?
Template questionTell me about your largest closed deal and the sales cycle.
Template questionHow do you build business cases for stakeholders?
Template questionDescribe a deal you lost and what you learned.
Template questionAccount Executives are the revenue engine of any sales organization — this role will require strong pipeline management and closing skills.
Top SaaS reps often earn significant upside through accelerators once quota is exceeded.
The Canadian sales market is growing rapidly, with competitive compensation increasingly matching US benchmarks.
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