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Stripe logoS
Stripe1530 GTM Industries

Proposal Lead

Chicago; AtlantaFull-timeLeadSalary: Not disclosed
Posted Sep 25, 2026Deadline: Nov 21, 2026
Job SnapshotActively hiring
LocationChicago; Atlanta
Job typeFull-time
SalaryNot disclosed
DeadlineNov 21, 2026

Finjobsly Role Intelligence

Experience level
Lead
Work style
Not specified
Visa sponsorship
Not specified
Salary
Not disclosed
Key skills
PaymentsSaaS

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Finjobsly Intelligence— Generated from the employer's job description

What you'll own

Own end-to-end bid management for Stripe’s largest pursuits, shaping proposal strategy, crafting narratives, coordinating cross-functional contributors, and delivering high-quality RFP/RFI submissions.

What they're looking for

10+ years in bid or deal management, strong proposal writing and project management skills, ability to coordinate senior stakeholders across sales, architecture, legal, and other functions, and a bachelor’s degree or equivalent experience.

Why this role matters

Proposals translate Stripe’s technical capabilities into measurable business outcomes, securing and expanding relationships with strategic customers and driving the company’s growth.

Best suited to

A seasoned, detail‑oriented leader who balances strategic thinking with execution, thrives in complex, high‑stakes pursuits, and enjoys improving processes and templates.

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

The Business Value Consulting and Proposals team supports long-term growth and value creation for Stripe’s largest and most strategic users. We translate Stripe's technical capabilities into measurable business outcomes and create value-led proposals that help secure and expand relationships with leading organizations. 

What you’ll do

As a Proposal Lead, you’ll manage requests for proposals and requests for information (RFPs and RFIs) for Stripe’s largest pursuits. You’ll develop proposal strategy and narratives, coordinate contributors across Stripe, and deliver high-quality submissions that address customer requirements. You’ll also improve the processes, templates, and tools that help Stripe manage proposals consistently and at scale.

You’ll bring structure to complex pursuits, build trusted relationships, and communicate clearly with contributors and leaders. This role is a good fit for someone who can balance strategic thinking with detailed execution while managing multiple deadlines and priorities.

Responsibilities

  • Lead the end-to-end bid management process, including reviewing bid invitations, supporting bid or no-bid analysis, defining the response strategy, and establishing timelines
  • Translate customers’ business and technical requirements into clear, persuasive proposals that communicate Stripe’s value and competitive advantages
  • Develop proposal content, including executive summaries, value propositions, and recommendations related to pricing and commercial structure
  • Coordinate contributors across sales, solutions architecture, legal, privacy, security, and other functions to produce complete and accurate responses to bid components
  • Lead proposal reviews, resolve blockers, and keep contributors aligned to deliver high-quality submissions within required timelines
  • Develop proposals that connect customer requirements with Stripe’s long-term goals, products, and capabilities
  • Improve proposal processes, templates, tools, and performance reporting, using win and loss data to identify opportunities for improvement

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

  • Bachelor’s degree or equivalent experience
  • 10+ years of experience in bid management, deal management, procurement, pricing strategy, financial consulting, legal services, or a related field
  • Experience managing complex, large-scale bids from initial evaluation through submission
  • Strong proposal writing and project management skills, with a clear understanding of the bid and deal lifecycle
  • Experience coordinating cross-functional contributors and communicating effectively with senior stakeholders

Preferred qualifications

  • Experience working with payments or software-as-a-service (SaaS) products and improving processes in an ambiguous environment
  • Experience with bid management software
  • Knowledge of pricing and commercial strategies used in proposal development
  • Experience communicating the value of complex payments products and use cases
  • Program Management Professional (PgMP) or Project Management Professional (PMP) certification

More about this role

About company

Stripe logoS

Stripe

Full employer profile →

Required skills

PaymentsSaaS

Explore more

More jobs at Stripe→Payments jobs →SaaS jobs →Salary benchmarks for this role →Browse all fintech jobs →

Stripe

Proposal Lead

Chicago; AtlantaSalary: Not disclosed

Company insights

52

Happiness score

52/100

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