Strategic SMB Growth Account Executive

Stripe; Chicago, Northern (IL, KY); Hybrid; USD 70,000 - 120,000; Full time

Job summary

Stripe is seeking an Account Executive for SMB Grower in Chicago to own renewals, drive upsell opportunities, and manage the full sales cycle from prospecting to close. You will collaborate with product, risk, and operations to expand Stripe usage across startups and small/medium businesses, while maintaining strong relationships with diverse stakeholders.

You will engage in strategic selling, navigate complex pricing scenarios, and execute scaled campaigns to increase product adoption and

Qualifications

• 5+ years of client-facing/sales experience.
• Ability to understand complex technical ecosystems and relate to technical users.
• Ability to drive and close upsell opportunities for Stripe products.
• Analytical ability to manage pricing and cost considerations.
• Experience coordinating with cross-functional teams.
• Strong verbal and written communication skills.
• Comfort operating in a fast-paced, ambiguous environment.

Responsibilities

• Own contract renewals and lead negotiations to grow revenue and Stripe market share.
• Develop and implement full sales cycle strategies for product adoption and renewals at scale.
• Collaborate with product, sales, risk, and operations to improve Stripe's offerings.
• Own the full sales cycle from lead to close for startups and SMBs.
• Generate leads through cold calling, blitzing, research, networking, and territory management.
• Ensure customer satisfaction with every interaction, regardless of deal size.
• Identify user pain points to propose Stripe solutions.
• Coordinate with internal teams to set users up for success.

Skills

Client-facing sales

Technical ecosystem understanding

Upsell / cross-sell

Pricing analytics

Cross-functional coordination

Stakeholder management

Ambiguity tolerance

Communication skills

Tools

Excel

SQL

Job description

Stripe is seeking an Account Executive for SMB Grower in Chicago to own renewals, drive upsell opportunities, and manage the full sales cycle from prospecting to close. You will collaborate with product, risk, and operations to expand Stripe usage across startups and small/medium businesses, while maintaining strong relationships with diverse stakeholders.

You will engage in strategic selling, navigate complex pricing scenarios, and execute scaled campaigns to increase product adoption and