Proposal Strategist developing strategic, customer-aligned content for high-value sales opportunities at PayPal. Collaborating across teams to enhance sales operations and proposal development.
Responsibilities
Identify and resolve issues within sales operations.
Recommend best practices to enhance efficiency.
Lead functional projects to improve sales support.
Partner with departments to analyze business trends.
Mentor analysts and senior analysts.
Lead the end-to-end development of Request for Proposal (RFP) responses, ensuring alignment with customer requirements, brand tone, and strategic priorities.
Draft and tailor executive-facing pitch materials, including: Executive summaries, Cover letters, Presentation content, Value propositions and messaging frameworks.
Translate complex solutions into clear, compelling narratives that resonate with C-level decision-makers.
Maintain and enhance content in our RFP knowledge base (Loopio), ensuring accuracy, relevance, and consistency.
Collaborate closely with cross-functional stakeholders including Sales, Legal, Product, and Marketing to gather inputs and validate content.
Manage multiple high-priority projects simultaneously, often under tight deadlines and evolving requirements.
Adapt to the needs of a globally distributed team, contributing to a high-performing, collaborative culture across time zones.
Requirements
5+ years relevant experience and a Bachelor’s degree OR Any equivalent combination of education and experience.
8-10 years of experience in proposal development, content strategy, or related roles in enterprise sales environments.
Demonstrated excellence in business writing, particularly in high-stakes, client-facing content.
Mastery of RFP response tools (Loopio experience strongly preferred); proficiency with ChatGPT, Claude, Perplexity, and other LLMs or AI-based tools.
Experience in Fintech, SaaS, or other technology-driven industries is highly desirable.
Strong organizational skills and attention to detail, with a track record of meeting tight deadlines.
Proven ability to work independently and manage ambiguity.
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