Area Sales Enablement Trainer -T-Mobile Fiber

OSL Retail Services Inc•Marlton, NJ

About The Position

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.

Requirements

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 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

Responsibilities

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