Area Sales Enablement Trainer -T-Mobile Fiber

Overview

As a Training Lead at OSL, you play a critical role in translating enablement strategy into field-ready execution across retail and direct sales environments. Operating within a fast-paced, performance-driven organization, this role is responsible for driving sales readiness, program execution, behavior adoption, and performance improvement.

This role sits at the intersection of Sales, Operations, and Learning, ensuring that sales teams not only understand what to do—but are consistently executing in the field and delivering measurable business results. While partnering closely with Learning Development team, this role is accountable for ensuring learning translates into sustained behavior change and improved sales performance.

• Support the rollout and execution of sales initiatives, product launches, and promotions
• Ensure field teams meet defined execution readiness standards prior to go-live (tools, messaging, process adoption)
• Partner with field leadership to reinforce execution standards, accountability, and best practices
• Identify and address gaps in field readiness, execution consistency, and performance
• Monitors and supports door-to-door sales agents throughout the day by tracking lead and route progress, providing real-time coaching, and helping overcome customer objections to maximize sales performance and productivity.

• Support implementation and continuous improvement of sales processes (e.g., Impact Selling) in partnership with the Learning Development team
• Develop and maintain sales playbooks, execution guides, and field tools that drive consistent behaviors
• Translate business strategy into clear, actionable execution frameworks for the field
• Drive standardization in selling behaviors, customer experience, and operational execution

• Partner with Sales Leaders to reinforce coaching frameworks and performance management practices
• Develop tools and frameworks that improve coaching quality, consistency, and effectiveness
• Own the adoption of sales behaviors, processes, and tools across the field, ensuring consistent execution
• Drive improvement in key performance metrics including conversion, HPA, and productivity

• Partner with Learning Development team to ensure alignment between training programs and field execution requirements
• Translate training content into practical field application tools (playbooks, job aids, execution guides)
• Reinforce learning through in-field enablement strategies (coaching, reinforcement, execution frameworks)
• Ensure training and certification efforts result in observable behavior change and performance improvement

• Analyze sales performance data to identify trends, execution gaps, and improvement opportunities
• Support development of dashboards tracking program adoption, behavior change, and performance impact
• Partner with BI teams to connect enablement activities to business outcomes
• Provide actionable insights and recommendations to leadership

• Collaborate with Sales, Marcom, Learning Development, Operations, and Client teams to ensure alignment
• Act as a connector between support center strategy and in-field execution
• Support execution planning for major initiatives, product launches, and client programs
• Contribute to cross-functional enablement initiatives and continuous improvement efforts

• Support deployment and adoption of enablement tools, platforms, and execution resources
• Maintain and optimize sales enablement assets to ensure relevance and usability in the field
• Ensure tools and content enable execution, not just awareness
• Provide feedback to improve platforms, tools, and user experience

• 4–7+ years of experience in sales enablement, sales operations, performance, or related roles
• Strong understanding of retail, field sales, B2B, or D2D sales environments
• Proven ability to translate training, tools, and processes into measurable performance outcomes
• Experience supporting sales initiatives, product launches, and field…