Proposal Lead
Stripe Open · verified Oct 18, 2026 At a glance
Senior Revenue & Sales Operations role at Stripe. Chicago · no salary stated · we estimate $123,900–$181,538.
Stripe has not published a salary for this role. The figure below is our estimate, not theirs.
growthroles summary, based on the employer's posting.
What you'll do
- Run large RFP and RFI pursuits from invitation review through final submission
- Turn customer business and technical needs into persuasive proposals, executive summaries, and value cases
- Bring sales, solutions architecture, legal, privacy, and security contributors together around response deadlines
- Lead proposal reviews, clear blockers, and keep submissions complete and accurate
- Use win-loss findings to strengthen proposal processes, templates, tools, and performance reporting
What you bring
- A bachelor’s degree or equivalent experience is required
- At least ten years in bid management, deal management, procurement, pricing strategy, financial consulting, legal services, or a related field
- Experience taking complex, large-scale bids from initial assessment to submission
- Strong proposal writing and project management ability, plus knowledge of the bid and deal lifecycle
- A record of coordinating cross-functional contributors and communicating with senior stakeholders
Who this fits
This role suits a senior proposal professional who can combine strategic response planning with detailed delivery across competing deadlines. You’ll work across sales, solutions architecture, legal, privacy, security, and other functions while communicating with senior leaders. Experience with payments or SaaS, bid management software, pricing and commercial strategy, or PgMP or PMP certification would add value.
From the employer
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
Not this one either?
Claude or ChatGPT reads the other 91,603 for you.
Get better matches →
