Suggested rewrite: Led a cross-functional initiative that improved [business outcome] by [measurable result], demonstrating experience relevant to this role...
Deal Strategist
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About this role.
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. If you meet these requirements, you are encouraged to apply. The preferred qualifications are a bonus, not a requirement.
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
Annual salary information is not provided for this position. Explore salary ranges for similar roles in our Salary Directory ›
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Role DNA
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Core skills
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Sample interview questions
I begin by clarifying the customer’s business objectives, the strategic value of the opportunity, and non-negotiable internal guardrails. I then develop a small set of viable commercial options, align early with Legal, Finance, Product, and Sales, and clearly communicate trade-offs so the team can move quickly toward an approvable structure.
I would map the outstanding issues, identify the accountable decision-makers, and set a focused working cadence with clear owners and deadlines. By separating true risks from negotiable requests and escalating only decisions that required senior approval, I would create a path to close while keeping the customer and sales team informed.
I would first understand the business case, competitive context, expected product adoption, and long-term account potential. I would compare the request with pricing guardrails and unit economics, then recommend an option that addresses the customer need while preserving value, such as phased commitments, volume tiers, or alternative packaging.
I establish shared facts, make each team’s constraints visible, and focus discussion on the commercial outcome rather than functional preferences. Consistent follow-through, concise communication, and transparent documentation of decisions help create credibility and reduce repeated friction.
I would track deal cycle time, forecasted versus actual close dates, approval turnaround time, win rate for strategic deals, discount or margin outcomes, and the frequency of non-standard terms. I would also examine qualitative feedback from Sales and cross-functional partners to identify recurring process bottlenecks.
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