Strategic Proposals Lead

WinsAbove; Chicago, Northern (IL, KY); Hybrid; USD 120,000 - 160,000; Full time

Job summary

Stripe seeks a Proposal Lead to manage RFPs/RFIs for its largest pursuits. You will develop strategy and narratives, coordinate across Stripe, and deliver high-quality submissions addressing customer requirements.

You will improve processes, templates, and tools for scalable bid management while building trusted relationships with stakeholders. The role requires translating complex customer needs into persuasive proposals, coordinating legal, privacy, security, and sales teams, and delivering

Qualifications

• 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.

Responsibilities

• Lead end-to-end bid management process from invitation to submission.
• Translate customer requirements into clear, persuasive proposals communicating Stripe’s value.
• Develop proposals including executive summaries, value propositions, and pricing recommendations.
• Coordinate contributors across sales, solutions architecture, legal, privacy, security, and other functions.
• Lead proposal reviews, resolve blockers, and meet deadlines while aligning contributors.
• Develop proposals that connect customer needs with Stripe’s products and capabilities.
• Improve proposal processes, templates, and tools using win/loss data.

Skills

Proposal writing

Project management

Bid management

Cross-functional coordination

Stakeholder communication

Education

Bachelor’s degree or equivalent

Tools

Bid management software

Job description

Stripe seeks a Proposal Lead to manage RFPs/RFIs for its largest pursuits. You will develop strategy and narratives, coordinate across Stripe, and deliver high-quality submissions addressing customer requirements.

You will improve processes, templates, and tools for scalable bid management while building trusted relationships with stakeholders. The role requires translating complex customer needs into persuasive proposals, coordinating legal, privacy, security, and sales teams, and delivering