Senior Sales Trainer & Change Enablement Architect

PowerToFly; Illinois; Hybrid; USD 116,000 - 174,000; Full time

Benefits offered by this job

Flexible work arrangements

Winter break

401k matching

Paid parental leave

Job summary

Relativity in the United States is hiring a Sales Trainer to own the training roadmap, deliver live facilitation, and design deliberate practice for sellers in a fast-paced environment. You will co-design with the Learning Experience Designer and partner with sales operations to translate insights into structured programs and measurable improvements.

The role includes a competitive base salary ranging from $116,000 to $174,000, plus an annual bonus and long-term incentives, with a hybrid work

Qualifications

• 5+ years in sales training or a quota-carrying sales role — you have trained sellers professionally or been one; ideally both
• Demonstrable facilitation craft: can hold a room of skeptical sellers, create energy without losing substance, and make hard skills feel learnable
• Deep experience training on structured sales methodology — can learn a framework cold, coach it live, and build practice that creates muscle memory
• Experience designing deliberate practice: role plays, call simulations, and coaching frameworks that build muscle memory, not just awareness
• Experience owning a training roadmap end-to-end — diagnosing gaps, sequencing programs, and measuring behavior change

Responsibilities

• Facilitate live training that changes behavior — onboarding, product launches, sales methodology, tactics, and advanced selling workshops for both new hires and tenured reps
• Design and run deliberate practice: role plays, objection drills, discovery coaching, and deal review simulations with real-time feedback
• Own the annual training roadmap — sequencing programs to align with commercial priorities, product launches, and sales cycle rhythms
• Co-design training programs with the Learning Experience Designer, bringing field observations and rep feedback into the content build
• Deliver manager enablement that teaches frontline leaders how to coach the skills being trained
• Partner with sales operations business partners to understand segment needs and translate them into training priorities
• Measure training effectiveness through behavior change, not attendance — and adjust the roadmap based on what the data shows

Skills

Change Management

Content Development

Facilitation

Leadership

Process Improvements

Program Management

Project Management

Stakeholder Management

Strategic Planning

Vendor Management

Job description

Relativity in the United States is hiring a Sales Trainer to own the training roadmap, deliver live facilitation, and design deliberate practice for sellers in a fast-paced environment. You will co-design with the Learning Experience Designer and partner with sales operations to translate insights into structured programs and measurable improvements.

The role includes a competitive base salary ranging from $116,000 to $174,000, plus an annual bonus and long-term incentives, with a hybrid work