RFP Content Strategist Job at PayPal in Chicago

Company

PayPal has been revolutionizing commerce globally for more than 25 years. Creating innovative experiences that make moving money, selling, and shopping simple, personalized, and secure, PayPal empowers consumers and businesses in approximately 200 markets to join and thrive in the global economy.

We operate a global, two‑sided network at scale that connects hundreds of millions of merchants and consumers. We help merchants and consumers connect, transact, and complete payments, whether they are online or in person. PayPal is more than a connection to third‑party payment networks. We provide proprietary payment solutions accepted by merchants that enable the completion of payments on our platform on behalf of our customers.

We offer customers the flexibility to use their accounts to purchase and receive payments for goods and services, as well as the ability to transfer and withdraw funds. We enable consumers to exchange funds more safely with merchants using a variety of funding sources, including bank accounts, PayPal or Venmo balances, PayPal and Venmo branded credit products, credit cards, debit cards, certain cryptocurrencies, or other stored value products such as gift cards and eligible credit card rewards. Our PayPal, Venmo, and Xoom products also make it safer and simpler for friends and family to transfer funds to each other. We offer merchants an end‑to‑end payments solution that provides authorization and settlement capabilities, as well as instant access to funds and payouts.

We also help merchants connect with their customers, process exchanges and returns, and manage risk. We enable consumers to engage in cross‑border shopping and merchants to extend their global reach while reducing the complexity and friction involved in enabling cross‑border trade.

Our beliefs are the foundation for how we conduct business every day. We live each day guided by our core values of Inclusion, Innovation, Collaboration, and Wellness. Together, our values ensure that we work together as one global team with our customers at the center of everything we do – and they push us to ensure we take care of ourselves, each other, and our communities.

Role Summary

RFP Content Strategist: We are seeking a highly skilled and motivated Proposal Strategist to join our Commercial Strategy & Execution team. This role is pivotal in advancing high‑value sales opportunities through the development of strategic, persuasive, and customer‑aligned content. The ideal candidate thrives in a fast‑paced environment, demonstrates strong writing acumen, and has a proven ability to collaborate effectively across geographies and functions.

Essential 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.

Expected Qualifications

• 5+ years of relevant experience and a bachelor’s degree OR any equivalent combination of education and experience.

Preferred Qualifications

• 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.

Key Responsibilities

• 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.

Compensation & Benefits

PayPal is committed to fair and equitable compensation practices. Actual compensation is based on various factors including but not limited to work location and relevant skills and experience. The total compensation may include an annual performance bonus (or other incentive compensation, as applicable), equity, and medical, dental, vision, and other benefits. For more information, visit The U.S. national annual pay range for this role is $111,500 to $191,950.

PayPal does not charge candidates any fees for courses, applications, resume reviews, interviews, background checks, or onboarding. Any such request is a red flag and likely part of a scam. To learn more about how to identify and avoid recruitment fraud please visit

For the majority of employees, PayPal’s balanced hybrid work model offers 3 days in the office for effective in‑person collaboration and 2 days at your choice of either the PayPal office or your home workspace, ensuring that you equally have the benefits and conveniences of both locations.

At PayPal, we’re committed to building an equitable and inclusive global economy. We champion your financial, physical, and mental health by offering valuable benefits and resources to help you care for the whole you.

EEO Statement

PayPal provides equal employment opportunity (EEO) to all persons regardless of age, color, national origin, citizenship status, physical or mental disability, race, religion, creed, gender, sex, pregnancy, sexual orientation, gender identity and/or expression, genetic information, marital status, status with regard to public assistance, veteran status, or any other characteristic protected by federal, state, or local law. In addition, PayPal will provide reasonable accommodations for qualified individuals with disabilities. If you are unable to submit an application because of incompatible assistive technology or a disability, please contact us at paypalglobaltalentacquisition@paypal.com.

Job Details

Req ID: R0133882

Seniority level: Not applicable

Employment type: Full‑time

Job function: Marketing, Public Relations, and Writing/Editing

Industries: Software Development, Financial Services, Technology, Information and Internet