Sr Sales Trainer at PayPal in Chicago, IL

Sr Sales Trainer Location: Chicago, Illinois, United States of America 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 collaborates internally to understand best practices and influence the quality, efficiency, and effectiveness of processes and programs. This role involves working outside of defined processes to determine appropriate actions while considering alternative solutions. Job Description: Essential Responsibilities: Collaborate with internal teams to understand and implement best practices in sales training. Influence the quality and efficiency of sales processes through innovative solutions. Determine appropriate actions for sales training programs while considering alternative solutions. Prioritize work for the team and coordinate activities across peer groups. Use analytical skills and judgment to recommend the best solutions for sales training challenges. Minimum Qualifications: 3+ years relevant experience and a Bachelor’s degree OR Any equivalent combination of education and experience. Additional Responsibilities & Preferred Qualifications: Are you a creative powerhouse who thrives at the intersection of storytelling, strategy, and sales performance? As an Instructional Designer on our Sales Enablement team, you'll be the driving force behind transforming complex sales concepts into dynamic, high-impact learning experiences that equip our sellers to win. From crafting immersive eLearning journeys and electric instructor led training sessions to partnering directly with sales leaders to diagnose performance gaps and design bold curriculum strategies, no two days will look the same. You'll leverage AI-powered content development, and bring a data-informed lens to everything you build, ensuring every learning moment moves the needle on real business outcomes. This is your opportunity to leave a lasting mark on a world-class sales organization, one unforgettable learning experience at a time. Preferred Qualifications 3+ years of instructional design experience, preferably within a Sales Enablement, Revenue Operations, or corporate learning environment Demonstrated experience designing and developing eLearning courses using Articulate 360/Storyline and/or Adobe Captivate Proficiency with LMS platforms (e.g., Workday Learning, Cornerstone OnDemand) including course uploading, learner management, and reporting Familiarity with Salesforce or similar CRM tools, with the ability to contextualize training content around sales workflows and pipeline management Experience producing video-based learning content, including scripting, screen capture, and basic post-production editing Exposure to AI-assisted content development tools (e.g., generative AI for course scripting, image generation, or adaptive learning platforms) Experience developing and facilitating live and virtual instructor-led training (ILT/vILT) for sales audiences Working knowledge of sales methodologies (e.g., MEDDIC, Challenger, SPIN) and the ability to translate them into engaging learning experiences Ability to conduct needs analyses and performance gap assessments to recommend the right learning solution Proven experience owning end-to-end curriculum design projects, from discovery through launch and measurement Strong collaboration skills with the ability to work cross-functionally with Sales, Marketing, and Revenue leadership stakeholders Familiarity with adult learning theory, instructional models (ADDIE, SAM, Agile), and applying them in fast-paced environments Bachelor's degree in Instructional Design, Education, Communications, or a related field, or equivalent practical experience 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 | ($95,500.00 - $141,900.00 Annually) Additional Location(s) | Pay Range: San Jose, California | ($109,000.00 - $156,200.00 Annually) Additional compensation for this role may include an annual performance bonus, equity, or other incentive compensation, as applicable. PayPal does not charge candidates any fees for courses, applications, resume reviews, interviews, background checks, or onboarding. When making an application directly, we will never ask you to share passwords, one-time passcodes (OTP), or verification codes.  Any such request is a red flag and likely part of a scam. All communication regarding your application will come from official PayPal email domains. If you suspect fraudulent activity, please report it immediately.  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 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. 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. Additional Locations: San Jose, California, United States of America