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Deal Strategist

AI Summary
Stripe is seeking a Deal Strategist to manage complex commercial deals from structuring through closure. The role partners closely with Sales, Legal, Finance, Accounting, Product, Services, and customers to resolve approvals, negotiations, and operational blockers. The successful candidate will advise on pricing frameworks, bespoke agreement terms, and multi-product commercial structures in competitive SaaS and payments sales cycles. This is a senior, high-agency role requiring at least six years of relevant experience in deal strategy, pricing, consulting, procurement, or legal work. The position is remote within the United States.
Remote from
USA
Salary
Undisclosed
Department
Sales
Employment
Full Time
Experience
Director
Published
Apply before
5 Dec 2026
Listing views
33
Application actions
1
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Opportunity details

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

Apply now >

This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

5/5
EasyHard

Pace & Pressure

5/5
RelaxedFast-paced

Autonomy Level

5/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightThe role owns complex, high-stakes deal processes across numerous senior stakeholders and requires sound judgment on pricing, legal terms, and internal constraints. It also demands comfort operating independently in ambiguous, fast-scaling commercial environments.

Salary analysis

Estimated compensation compared with the broader US market for similar roles.

Estimated job median (per year)Market rate
$160,000
US market range (per year)$130k–$205k
AI insightThe yearly pay period is inferred from the job context; it was not explicitly stated by the employer. No employer compensation was disclosed. Estimated US yearly base-pay median for a senior Deal Strategist in payments/SaaS is $160,000, with an estimated market range of $130,000–$205,000 per year; this is an AI estimate, not verified salary research.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
How do you approach structuring a complex custom commercial deal while protecting company priorities?

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.

Describe a time you resolved a blocker that threatened a forecasted deal close.

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.

How would you advise a sales team that requests pricing outside established frameworks?

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.

How do you build trust with Legal, Finance, and Sales when their priorities differ?

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.

What metrics would you use to evaluate the effectiveness of a deal strategy function?

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.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.
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