Senior Salesforce Trainer

Senior Salesforce Trainer Department: Operations Team: Sales Operations Location: Chicago, United States Type: Full-Time **About the Role** The Senior Salesforce Trainer is responsible for driving practical, role-based Salesforce adoption across sellers and managers, with a strong focus on post-launch reinforcement, hypercare support, and sustained behavior change. This role partners closely with the Rollout & Adoption team to ensure Salesforce changes are understood, usable, and embedded into day-to-day workflows. Success is measured by reduced confusion, faster adoption, and fewer recurring issues following launches. This role is hands-on, highly visible to the field, and deeply connected to real seller workflows. ### **What you’ll do** Deliver post-launch Salesforce training - Design and execute the Enablement strategy globally for Salesforce to maximise adoption - Lead live and ‘walk me’ style Salesforce training sessions during rollout and hypercare windows. - Build new native help content capabilities and intuitive tool tips within the platform - Work closely with UX, Product and Engineering to improve and feedback on user experience - Support sellers and managers in real time as workflows evolve. Build workflow-based enablement - Design training around end-to-end seller workflows, not isolated features. - Tailor content by role, region, and line of business. - Ensure training reflects how Salesforce is actually used in production. Rapidly adapt content based on live issues - Partner with Rollout & Adoption Leads and Hypercare Analysts to identify recurring questions and adoption gaps. - Update job aids, walkthroughs, and FAQs quickly as edge cases emerge. - Turn repeat questions into scalable, self-serve assets. Diagnose adoption challenges - Identify whether issues stem from training gaps, process breakdowns, or system behavior. - Flag true tooling defects vs usability or knowledge issues. - Provide clear feedback loops to Seller Tech and Rollout leadership. Support managers and coaches - Create manager-ready materials to support coaching and reinforcement. -