Deal Strategist

Stripe; Chicago (IL); On-site; USD 120,000 - 180,000; Full time

Job summary

Stripe is seeking a Deal Strategist within Global Business Services in Chicago to drive end-to-end deal lifecycle management and support cross-organizational alignment. You will guide pricing frameworks, negotiate terms, and help close complex SaaS and custom commercial agreements.

The role requires a background in driving deals to closure, strong communication, negotiation, and project management skills, with experience in payments or SaaS and a track record of influencing cross-functional

Qualifications

• BA/BS degree required.
• 6+ years in deal strategy, procurement, pricing strategy, financial consulting, or legal.
• Experience in ambiguous, fast-scaling environments.
• Experience in Payments and/or SaaS.
• Strong communication, presentation, negotiation, and project management skills.

Responsibilities

• Manage end-to-end deals—drafting, editing, and reviewing agreements while supporting the sales cycle.
• Act as primary contact between Sales, Legal, and cross-functional stakeholders for deal-related questions, approvals, and escalations.
• Advise on deal structures, establish commercials, and drive resolution of customer issues.
• Balance customer/partner requirements with internal system constraints.
• Remove blockers and align Product, Legal, Finance, and Accounting.
• Support negotiations involving bespoke commercial and legal agreements.
• Assist pricing and structuring of multi-threaded product use cases across segments.
• Build credibility and trust with internal stakeholders.
• Demonstrate strong communication and persuasion with cross-functional partners.

Skills

Deal strategy

Pricing strategy

Negotiation skills

Project management

Communication skills

Cross-functional collaboration

Education

BA/BS in Business, Technology, Finance, or Economics

Job description

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

GBS's primary goal is to ensure operational excellence across deal cycles, increase revenue through the development of transformative commercial constructs, and drive closure of Stripe's deal portfolio. The team's reach is widespread across Stripe, not exclusive to one sales segment or geographical region; GBS drives change across go-to-market, positively impacting Stripe users and cross-functional teams. GBS's priorities are set through the direction of Stripe leadership and executive vision, partnership with sales and cross-functional organizations, as well as user feedback and market insights.

What you'll do

Stripe's Global Business Services (GBS) team is looking for a Deal Strategist to focus on the closure of custom and standard commercial deals. You will be responsible for deal lifecycle management and supporting cross-organizational alignment. This role requires a background in driving custom deals to closure, a strong understanding of pricing frameworks, and experience supporting sales through negotiations.

The candidate will have experience with SaaS products, pricing strategies, and supporting selling motions, along with strong communication skills. You will love this job if you are a natural relationship builder and process architect.

Responsibilities

• Manage end-to-end customer deals—drafting, editing, and reviewing agreements—while supporting the sales cycle to ensure deal terms align with business goals, reflect strategic priorities, and close as forecasted.
• Act as the primary point of contact between Sales, Legal, and other cross-functional stakeholders for deal-related questions, approvals, and escalations.
• Work directly with sales teams, sales leaders, services/support teams, and customers to advise on deal structures, establish compelling commercials, and drive resolution of customer issues.
• Advise sales teams on the best approach by understanding customer and partner requirements, while balancing custom terms with internal system constraints.
• Remove internal blockers and drive alignment across cross-functional teams including Product, Legal, Finance, and Accounting.
• Support complex negotiations involving bespoke commercial and legal agreements.
• Support the pricing and structuring of multi-threaded product use cases in all segments and industries, especially in highly competitive sales cycles.
• Quickly build credibility and trust with internal stakeholders.
• Demonstrate strong communication and persuasion skills when working with cross-functional partners and senior leaders.

Who you are

We're looking for someone who meets the minimum requirements to be considered for the role.

Minimum requirements

• BA/BS degree in Business, Technology, Finance, or Economics
• 6+ years of experience in deal strategy, procurement, pricing strategy, financial consulting, or legal
• Experience working in ambiguous, fast-scaling environments and comfortable operating with high agency
• Strong communication, presentation, negotiation, and project management skills
• Experience working in Payments and/or SaaS