Strategic SMB Account Executive

Stripe; Chicago (IL); Hybrid; USD 191,000 - 286,000; Full time

Benefits offered by this job

Equity

Sales commissions/bonuses

401(k)

Medical, dental, vision

Wellness stipends

Job summary

Stripe in Chicago is seeking an SMB Account Executive to own the full sales cycle from inbound and outbound leads to close, helping SMBs adopt Stripe and accelerate growth.

We value strategic selling, cross-functional collaboration, and the ability to navigate complex technical ecosystems with strong communication. The role requires 5+ years of tech sales and 3+ years of full-cycle experience, with in-office expectation of 50% in local offices.

Qualifications

• 5+ years of sales experience at a technology company.
• 3+ years of full sales cycle experience with outbound prospecting.
• Ability to understand complex technical ecosystems and build relationships with technical customers.
• Analytical ability to manage complex sales cycles.
• Experience leading projects with cross-functional inputs.
• Strong stakeholder management across internal/external teams.
• Proven track record of meeting/exceeding sales targets.

Responsibilities

• Identify high-potential prospective users from inbound leads and outbound prospecting.
• Own the full sales cycle from lead to close for SMBs.
• Develop and implement full sales cycle strategies for driving new logos and product adoption.
• Collaborate with product, sales, risk, and operations to improve Stripe's platform.
• Generate leads through cold calling, blitzing, research, networking, and territory management.
• Maintain high standards of client satisfaction in every interaction, regardless of deal size.
• Coordinate internally with Stripe teams to set up users for success.

Skills

Sales experience

Full cycle sales

Strategic selling

Cross-functional partnership

Communication skills

Negotiation

Tools

CRM tools

Job description

Stripe in Chicago is seeking an SMB Account Executive to own the full sales cycle from inbound and outbound leads to close, helping SMBs adopt Stripe and accelerate growth.

We value strategic selling, cross-functional collaboration, and the ability to navigate complex technical ecosystems with strong communication. The role requires 5+ years of tech sales and 3+ years of full-cycle experience, with in-office expectation of 50% in local offices.