Sales Trainer

Relativity•Illinois, IL

1d•$116,000 - $174,000•Hybrid

About The Position

The Sales Trainer is a net new role at Relativity — and intentionally so. This is not a repackaged program manager. It is a dedicated expert in the craft of changing seller behavior: live facilitation, deliberate practice, real-time coaching, and training design that respects how adults learn under pressure. This person owns the training roadmap and is the field-facing half of a content partnership with the Learning Experience Designer. The Trainer knows what sellers need because they are in the room with them; the LXD builds the assets and infrastructure. Together they co-design and co-deliver across the full learning cycle.

Requirements

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
Change Management
Content Development
Facilitation
Leadership
Process Improvements
Program Management
Project Management
Stakeholder Management
Strategic Planning
Vendor Management

Nice To Haves

Experience in a high-growth SaaS or legal tech environment
Familiarity with the e-discovery market or Relativity’s product ecosystem
Experience with AI-assisted roleplay and coaching tools
Comfort operating globally across time zones and regional selling motions

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