Sr. Manager - Instructional Design, Sales Training (Chicago)
The CompanyPayPal 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.Minimum Qualifications:8 years relevant experience and a Bachelor’s degree OR Any equivalent combination of education and experience.Additional Responsibilities & Preferred Qualifications:Senior Manager, Instructional Design, Sales TrainingOverviewThe Sr. Manager, Instructional Design, Sales Training is a strategic leader within PayPal’s Sales Training Center of Excellence, responsible for accelerating sales effectiveness across our global field organization. In this role, you will bring deep instructional design expertise and a strong understanding of sales capability building to create sales training programs that are not only engaging and well-crafted, but that drive measurable behavior change and commercial impact. You will lead a team of instructional designers and learning specialists, setting the standard for how great sales training is built, delivered, and continuously improved in a fast-moving fintech environmentKey ResponsibilitiesInstructional Design Strategy & StandardsDefine and champion the instructional design philosophy and standards for all sales training content, establishing a consistent and scalable framework for how learning experiences are scoped, designed, developed, and evaluatedSelect and apply the most appropriate instructional design models such as ADDIE, ensuring all solutions are grounded in adult learning theory, cognitive load principles, and evidence-based instructional practicesDrive a culture of design excellence within the team, setting high standards for quality, creativity, and learner experience across all content formatsContent Design & DevelopmentLead the end-to-end development of rich, multimodal learning experiences including e-learning modules, instructor-led training, virtual instructor-led training, microlearning, scenario-based learning, job aids, and performance support toolsWrite and oversee the development of compelling scripts, storyboards, facilitator guides, participant workbooks, and assessment instruments, maintaining a rigorous quality assurance process to ensure all materials are accurate, on-brand, and aligned to current sales prioritiesPartner with subject matter experts across Sales, Product, Marketing, Commercial teams to extract knowledge effectively and translate it into clear, accurate, and engaging learning contentSales Capability & Curriculum DesignDesign comprehensive onboarding curricula that accelerate time-to-productivity for new sales hires, and build role-specific learning journeys that map to the full arc of a seller's development across segments including SMB, Enterprise and PartnersDevelop competency frameworks and skill maps that define what great looks like at each level of the sales organization, and use these to anchor all curriculum design decisionsDesign programs that build capability across core sales competencies including value-based solution selling, customer discovery, objection handling, commercial negotiation, and fintech and payments literacyNeeds Analysis & Learning MeasurementLead thorough training needs analyses to diagnose root causes of performance gaps and determine when and whether a learning solution is the right interventionApply evaluation frameworks such as Kirkpatrick or Phillips ROI to measure program effectiveness at the levels of learner reaction, knowledge retention, behavior transfer, and business resultsBuild dashboards and reporting mechanisms that use data and learner insights to continuously iterate on programs and communicate impact to senior stakeholders in a meaningful and credible wayStakeholder Partnership & CollaborationAct as a trusted instructional design advisor to sales leaders, facilitating co-design sessions and workshops to build alignment on learning objectives, content direction, and realistic expectations for training outcomesPartner with global enablement teams to audit and leverage existing learning assets, adapting and contextualizing global content for regional markets rather than duplicating effortCommunicate progress, design decisions, and program outcomes clearly and confidently to senior leadership, positioning the instructional design function as a strategic and credible partner to the businessTechnology & Learning InnovationLead the selection and effective use of authoring tools such as Articulate 360, Rise, Camtasia, Captivate or equivalent platforms, and oversee the management and optimization of the Learning Management System to ensure a seamless learner experience and actionable reportingContinuously explore and pilot emerging learning technologies including AI-powered coaching tools, adaptive learning, video-based learning, and mobile-first designStay current with trends in instructional design, learning experience design, sales enablement technology, and the broader fintech landscape to continuously evolve and modernize the learning functionQualificationsBachelor’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., 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 AttributesCertification in instructional design or learning and development such as ATD, CPTD, or equivalent, and familiarity with sales training methodologies such as Challenger, SPIN, or SandlerA portfolio of work demonstrating a range of learning modalities and design approaches, reflecting a genuine passion for the craft of instructional design and a commitment to raising the bar on learning qualityExperience working in a matrixed, global organization with regional instructional design responsibilities, ideally within the fintech or payments industryWhy PayPalAt 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:PayPalTravel 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 fo
