Sr Manager, Sales Training and Enablement

The 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 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 lead complex projects and participate in problem resolution, requiring an understanding of current business trends. You will determine methods and procedures for new assignments, often resulting in global process improvements.

Job Description:

Essential Responsibilities:

• Lead complex projects to improve sales operations.
• Analyze business trends to identify opportunities for process enhancements.
• Implement new methods and procedures for special assignments.
• Coordinate with global teams to ensure consistency in operations.
• Mentor managers and provide guidance on project execution.

Expected Qualifications:

• 8+ years relevant experience and a Bachelor’s degree OR Any equivalent combination of education and experience.

Additional Responsibilities & Preferred Qualifications:

Senior Manager, Sales Training & Enablement

Sales Training Center of Excellence (COE)

Overview

The Senior Manager, Sales Training & Enablement is a strategic leader within PayPal’s Sales Training Center of Excellence, responsible for accelerating sales effectiveness across our global field organization. This role designs and develops scalable world-class sales training and enablement programs that empower PayPal’s sales teams to win in a dynamic, highly competitive payments and commerce ecosystem. Partnering closely with Sales Leadership, Product, Marketing, Operations, and People teams, this leader ensures sellers are equipped with the capabilities, tools, and customer-centric mindset needed to drive growth, adoption, and long-term customer value across PayPal’s portfolio of solutions.

Key Responsibilities

• Define and execute a global sales training and enablement strategy aligned to PayPal’s revenue priorities, go-to-market motions, and customer segments (SMB, Enterprise, Partners, and Global Strategic Accounts).
• Own end-to-end onboarding and continuous learning programs that enable new and tenured sellers to ramp quickly, master PayPal products and solutions, and consistently apply value-based selling methodologies.
• Serve as a trusted partner to cross-functional stakeholders (Sales, Product, Marketing, Sales Ops, People) to identify capability gaps, define learning objectives, and deliver scalable, role-based learning journeys.
• Lead and develop a high-performing enablement team, including trainers, instructional designers, and enablement specialists, fostering a culture of accountability, innovation, and continuous improvement.
• Measure and optimize program impact using data and insights, including certification attainment, adoption metrics, seller productivity indicators, and core sales KPIs.
• Drive adoption and effective usage of PayPal’s sales tools and platforms, including CRM, sales engagement, analytics, and content enablement systems, through structured training and change-management practices.
• Ensure tight alignment between training content and PayPal’s sales processes, customer journeys, and evolving go-to-market strategies.
• Stay ahead of industry trends in payments, fintech, adult learning, and enablement technology to continuously modernize the Sales Training COE.

Qualifications

• Bachelor’s degree in Business, Education, or a related field (Master’s degree preferred).
• 8+ years of experience in sales enablement, sales training, or sales effectiveness roles, with at least 5+ years leading teams in a global or matrixed organization.
• Demonstrated success designing and scaling enterprise-level sales training programs.
• Strong understanding of complex B2B and enterprise sales cycles and modern sales methodologies (e.g., Value based solution selling, Challenger, MEDDICC, SPIN, Sandler).
• Exceptional communication, facilitation, and stakeholder-influence skills, with the ability to operate at both strategic and execution levels.
• Experience leveraging learning management systems (LMS), enablement platforms, analytics, and content management tools.
• Proven ability to translate PayPal’s strategic priorities into practical, measurable learning solutions.

Preferred Attributes

• Sales training or coaching certifications (e.g., ATD, Sales Enablement Society, Korn Ferry).
• Experience supporting global, multi-channel sales teams (inside, field, and partner-led motions).
• Strong analytical mindset with a track record of using data to identify performance gaps and demonstrate ROI.
• Passion for developing talent and enabling inclusive, high-performance sales cultures.
• Highly proficient in organization and prioritization skills
• Ownership mindset and get-it-done attitude

Why PayPal

At PayPal, we’re democratizing financial services to help people and businesses thrive in the global economy. In this role, you’ll lead a high-impact function that shapes how our sales teams engage customers, tell PayPal’s story, and deliver meaningful value at scale. If you’re passionate about developing people, building scalable systems, and driving measurable business outcomes, this is an opportunity to make a lasting impact.

Subsidiary:

PayPal

Travel Percent:

0

-

The base pay for this role will depend on where you work and the relevant experience and expertise you bring. The expected range of pay for this role by location is:

Primary Location | Pay Range:

Chicago, Illinois | ($145,000.00 - $215,050.00 Annually)

Additional Location(s) | Pay Range:

San Jose, California | ($159,500.00 - $236,500.00 Annually)
Additional compensation for this role may include an annual performance bonus, equity, or other incentive compensation, as applicable. This role is also eligible for a range of benefits which may include, medical, dental, vision, life and disability insurance, parental and family leave, 401(k) savings plan, paid time off, and other benefits. For more information visit https://www.paypalbenefits.com.

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 https://careers.pypl.com/contact-us.

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.

Our 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 benefits to help you thrive in every stage of life. We champion your financial, physical, and mental health by offering valuable benefits and resources to help you care for the whole you.

We have great benefits including a flexible work environment, employee shares options, health and life insurance and more. To learn more about our benefits please visit https://www.paypalbenefits.com.

Who We Are:

Click Here to learn more about our culture and community.

Commitment to Diversity and Inclusion 

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.

Belonging at PayPal: 

Our employees are central to advancing our mission, and we strive to create an environment where everyone can do their best work with a sense of purpose and belonging. Belonging at PayPal means creating a workplace with a sense of acceptance and security where all employees feel included and valued. We are proud to have a diverse workforce reflective of the merchants, consumers, and communities that we serve, and we continue to take tangible actions to cultivate inclusivity and belonging at PayPal.

Any general requests for consideration of your skills, please Join our Talent Community.

We know the confidence gap and imposter syndrome can get in the way of meeting spectacular candidates. Please don’t hesitate to apply.