Area Sales Enablement Trainer -T-Mobile Fiber

Training Lead

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 dobut 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.

Key Responsibilities -

Sales Execution & Field Readiness

• 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.

Sales Process & Enablement Programs

• 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

Performance Enablement & Coaching

• 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

Training & Capability Activation

• 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

Performance Analysis & Insights

• 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

Cross-Functional Collaboration

• 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

Tools, Content & Technology Enablement

• 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

What You Bring to the Table

• 47+ 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 execution
• Strong analytical mindset, with the ability to interpret performance data and identify trends
• Excellent communication, facilitation, and stakeholder partnership skills
• Ability to operate in a fast-paced, high-growth environment with competing priorities

Success Metrics

• Sales conversion rates
• HPA (Handset Per Act) and transaction value
• Time-to-productivity for new hires
• Program and tool adoption rates
• Coaching effectiveness and behavior adoption
• Sales KPI attainment and overall field performance improvement

This position is for an existing vacancy within our sales team.

We are committed to employing a diverse workforce and are an equal-opportunity employer. Qualified applicants will receive consideration regarding race, color, religion, sex, national origin, age, sexual orientation, gender identity, gender expression.

As part of our recruitment process, we utilize artificial intelligence (AI)-based tools to assist with certain stages, including initial resume screening and skills-matching assessments. These tools are designed to help our hiring team identify candidates whose experience and qualifications align closely with the requirements of the role. Please note that all final hiring decisions are made by our recruitment and/or hiring manager team.