Account Executive, Startups (Grower)
Stripe
Chicago, IL · Posted November 2, 2026
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Where Chicago, IL ranks
Where Chicago, IL placed in our monthly rankings, month by month. Each month stays online at its own address.
November 2026
- #1Best cities for government pay after cost of living$146k · of 18
- #1Cities with the most jobs that do not need a four-year degree in the Midwest684 jobs · of 51
- #1Cities with the most jobs that do not need a four-year degree in the Great Lakes684 jobs · of 36
- #1Best cities for software and engineering jobs in the Midwest1,140 openings · of 59
- #1Best cities for software and engineering jobs in the Great Lakes1,140 openings · of 48
- #1Best all-round cities for mid-career professionals in the Midwest80 / 100 · of 20
Rankings about sales jobs
- Best cities for sales jobs #1 New York (2,774 openings)
- Best cities for sales pay after cost of living #1 Santa Clara ($175k)
- Most requested AI skills in sales jobs #1 AI tools in daily work (4.1%)
- AI tools named most often in sales jobs #1 Gong (0.93%)
- Employers with the most sales jobs #1 Charter Communications (389 roles)
Pay compared with the market
This listing does not state pay. Across 1,191 open account executive listings that state pay, the middle half runs $80,000 to $169,000 and the median is $120,000.
Listed pay is what employers advertise, not what people are paid.
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About the job
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 Startups, Existing Business team is a consultative sales team that is responsible for the growth and retention of the largest and fastest-growing Startup customers at Stripe. As an Account Executive, you'll identify new opportunities for our clients to get the most out of Stripe by understanding our clients' needs, execute scaled sales strategies to close upsells and renewals with existing Stripe customers, and drive end-to-end campaigns to increase adoption of Stripe products.
What you'll do
Responsibilities
Own contract renewals and lead commercial 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 and medium businesses
Generate your own leads through cold calling, blitzing, research, networking, and driving your territory
Make every potential Stripe user happy with every interaction, regardless of deal size
Identify and understand users' pain points to propose Stripe solutions
Make sure that internal teams are set up for users' success by coordinating with other Stripe teams
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
5+ years of experience in a client-facing sales role
Ability to understand complex technical ecosystems and build great relationships with technical customers
Ability to drive and close upsell opportunities for additional Stripe products in long-term, consultative engagements
Problem-solving ability to manage complex pricing and cost considerations
Experience managing projects with input from cross-functional teams
A knack for working well with a wide range of stakeholders, both internally and externally
Ability and motivation to operate in an ambiguous and fast-paced environment
Superior verbal and written communication skills
Preferred qualifications
Prior experience in a sales and customer-facing role at a high-growth technology company
Experience with Excel and SQL, or a willingness to learn