Manager, Sales Enablement

PayPal • Chicago, IL

8d • Hybrid

About The Position

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 our 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, which may include a bank account, a PayPal or Venmo account balance, PayPal and Venmo branded credit products, a credit card, a debit card, 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.
Job Summary: This job will use specialized expertise to identify issues and recommend best practices. You will lead functional projects and programs, contributing to business or process improvements within the function.
Job Description: Essential Responsibilities: Identify issues and recommend best practices using specialized expertise. Lead functional projects and programs to improve business processes. Partner with various teams to analyze business trends and contribute to process improvements. Handle customer inquiries and maintain CRM systems. Assist in the preparation of sales presentations and coordination with departments. Minimum Qualifications: 5+ years relevant experience and a Bachelor’s degree OR Any equivalent combination of education and experience. Additional Responsibilities & Preferred Qualifications: Sales Enablement Manager Overview The Sales Enablement Manager is a key contributor within PayPal's Sales organization, supporting the design, delivery, and measurement of enablement programs that drive sales effectiveness across our global field organization. Working closely with Senior Enablement Managers, Sales Leadership, and cross-functional partners, this role helps equip PayPal's sales teams with the tools, content, and skills needed to compete and win in a dynamic payments and commerce ecosystem.

Requirements

• 5+ years relevant experience and a Bachelor’s degree OR Any equivalent combination of education and experience.
• Bachelor's degree in Business, Education, Communications, or a related field.
• 5+ years of experience in sales enablement, sales operations, learning & development, or a related role.
• Familiarity with B2B sales cycles and foundational sales methodologies (e.g., Challenger, MEDDICC, SPIN).
• Experience working with learning management systems (LMS), content management tools, or sales enablement platforms (e.g., Highspot, Seismic, Salesforce).
• Strong written and verbal communication skills with an ability to translate complex information into clear, seller-friendly content.
• Detail-oriented with solid project coordination and organizational skills.
• Proficiency in data analysis and reporting using tools such as Excel, Google Sheets, or Tableau.

Nice To Haves

• Experience supporting global or multi-segment sales teams.
• Curiosity and a continuous improvement mindset — always looking for ways to make programs more effective and scalable.
• Passion for developing people and contributing to an inclusive, high-performance sales culture.

Responsibilities

• Identify issues and recommend best practices using specialized expertise.
• Lead functional projects and programs to improve business processes.
• Partner with various teams to analyze business trends and contribute to process improvements.
• Handle customer inquiries and maintain CRM systems.
• Assist in the preparation of sales presentations and coordination with departments.
• Support the development and maintenance of role-based learning journeys, onboarding curricula, and continuous learning programs for new and tenured sellers across the SMB segment.
• Collaborate with cross-functional stakeholders — including Sales, Product, Marketing, and Sales Operations — to gather input, identify content needs, and keep training materials current and accurate.
• Assist in the creation and curation of enablement content, including playbooks, quick-reference guides, e-learning modules, and facilitator materials.
• Track and report on key enablement metrics such as training completion rates, certification attainment, content engagement, and seller productivity indicators to help measure program effectiveness.
• Manage and maintain content within PayPal's learning management system (LMS) and sales enablement platforms, ensuring materials are organized, up to date, and easily accessible.
• Support the coordination and logistics of training events, workshops, and virtual learning sessions, including scheduling, communications, and participant tracking.
• Conduct research on industry trends in payments, fintech, and sales enablement to surface insights that inform program improvements.
• Assist with the adoption of sales tools and platforms by helping to create training resources and supporting change management efforts.

Benefits

• At PayPal, we’re committed to building an equitable and inclusive global economy. And we can’t do this without our most important asset-you. That’s why we offer comprehensive, choice-based programs, to support all aspects of personal wellbeing—physical, emotional, and financial—delivering meaningful value where it matters most. We strive to create a flexible, balanced work culture with a holistic approach to benefits, including generous paid time off, healthcare coverage for you and your family, and resources to create financial security and support your mental health.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level