Enterprise Account Executive - Remote, High-Impact Deals

Stripe; Chicago (IL); Hybrid; USD 284,000 - 425,000; Full time

Benefits offered by this job

Equity

Bonus or commissions

401(k)

Job summary

Stripe is seeking an Enterprise Account Executive to manage strategic accounts in the Chicago area, driving long‑term sales strategies and expanding Stripe’s footprint within existing customers.

The role requires deep enterprise sales experience, the ability to align technical and business requirements with product teams, and a proven track record in negotiations. Hybrid work options apply, with in‑office and remote flexibility to fit market needs.

Qualifications

• 15+ years of sales experience with enterprise customers.
• Ability to understand technical requirements and craft solutions across multiple products.
• Ability to develop and execute account plans across complex orgs.
• Proven ability to lead complex negotiations and bespoke commercial agreements.

Responsibilities

• Work with strategic Stripe customers to develop and execute long-term sales strategies to expand Stripe’s revenue.
• Expand business with high-growth technology companies.
• Develop outbound strategies to create and nurture opportunities.
• Drive deal strategy and commercial negotiations for large, complex renewals.
• Develop relationships with executive stakeholders within your book of business.
• Account mapping and coordinating meetings with external stakeholders to expand relationships.
• Lead and contribute to team projects to refine our sales process and Stripe sales culture.

Skills

Enterprise sales

Sales strategy

Account planning

Negotiation

Presentation skills

Stakeholder management

Technical aptitude

Ambiguity tolerance

Tech industry knowledge

Job description

Stripe is seeking an Enterprise Account Executive to manage strategic accounts in the Chicago area, driving long‑term sales strategies and expanding Stripe’s footprint within existing customers.

The role requires deep enterprise sales experience, the ability to align technical and business requirements with product teams, and a proven track record in negotiations. Hybrid work options apply, with in‑office and remote flexibility to fit market needs.