Sr. Manager - Instructional Design, Sales Training

Sr. Manager - Instructional Design, Sales Training

Pay Pal | Full‑time | San Jose

Pay Pal is looking for a strategic leader to accelerate sales effectiveness across our global field organization. The Sr. Manager 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 environment.

• Define and champion the instructional design philosophy and standards for all sales training content.
• Select and apply the most appropriate instructional design models (e.g., ADDIE) ensuring adult learning theory and evidence‑based practices are used.
• Drive a culture of design excellence, setting high standards for quality, creativity and learner experience across all content formats.
• Lead 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 tools.
• Write and oversee the development of scripts, storyboards, facilitator guides, workbooks and assessment instruments, maintaining a rigorous QA process.
• Partner with subject‑matter experts to extract knowledge and translate it into engaging learning content.
• Design comprehensive onboarding curricula and role‑specific learning journeys for SMB, Enterprise and Partner sales organizations.
• Develop competency frameworks and skill maps to guide content design.
• Lead training needs analyses and determine learning solutions that address performance gaps.
• Apply evaluation frameworks (Kirkpatrick, Phillips ROI) to measure program effectiveness.
• Build dashboards and reporting mechanisms to communicate impact to senior stakeholders.
• Act as a trusted instructional design advisor, facilitating co‑design sessions and workshops with sales leaders.
• Partner with global enablement teams to audit and adapt existing learning assets for regional markets.
• Lead selection and use of authoring tools such as Articulate 360, Rise, Camtasia, Captivate and oversee LMS management.
• Explore and pilot emerging learning technologies, including AI‑powered coaching, adaptive learning, video‑based learning and mobile‑first design.
• Continuously update knowledge of instructional design trends and the fintech landscape.

• Bachelor’s degree in Business, Education or related field (Master’s preferred).
• 8+ years of experience in sales enablement, sales training or sales effectiveness roles.
• At least 5+ years leading teams in a global or matrix 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.
• Experience with learning management systems, enablement platforms, analytics and content management tools.
• Ability to translate Pay Pal’s strategic priorities into measurable learning solutions.

• Certification in instructional design or learning and development (e.g., ATD, CPTD).
• Portfolio demonstrating a range of learning modalities and design approaches.
• Experience working in a matrixed, global organization with regional instructional design responsibilities, ideally within fintech or payments.

Base pay ranges from $145,000 to $236,500 annually depending on location (Chicago or San Jose). Additional compensation may include an annual bonus, equity or other incentives.

Pay Pal offers a comprehensive benefits package that includes health, life, disability, vision, dental insurance, paid time off and employee share ownership plans.

Pay Pal provides equal employment opportunity to all persons regardless of age, color, national origin, citizenship status, disability, race, religion or sexual orientation. Pay Pal will provide reasonable accommodations for qualified individuals with disabilities.