Sales Trainer

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

Job summary

Relativity is seeking a Sales Trainer for a hybrid role in the United States. The trainer will own the training roadmap, facilitate live sessions, and design deliberate practice to change seller behavior.

Collaboration with the Learning Experience Designer will ensure assets and programs are field-ready and effective across the sales cycle. The role includes delivering manager enablement, partnering with sales operations, and measuring impact through behavior change metrics.

Qualifications

• 5+ years in sales training or quota-carrying sales role required.
• Demonstrated facilitation craft: capable of engaging skeptical sellers with energy and substance.
• Deep experience training on structured sales methodology and coaching live.
• Experience designing deliberate practice: role plays, call simulations, and coaching frameworks.

Responsibilities

• Facilitate live training that changes behavior for onboarding, product launches, sales methodology, and advanced selling workshops.
• Design and run deliberate practice: role plays, objection drills, discovery coaching, and deal review simulations with real-time feedback.
• Own the annual training roadmap and sequence programs to align with commercial priorities and sales cycle rhythms.
• Co-design training programs with the Learning Experience Designer, incorporating field observations and rep feedback.
• Deliver manager enablement to teach frontline leaders how to coach trained skills.
• Partner with sales operations to understand segment needs and translate them into training priorities.
• Measure training effectiveness through behavior change and adjust the roadmap based on data.

Skills

Facilitation

Sales training

Deliberate practice

Roadmap design

Co-design with LXD

Job description

Posting Type Hybrid Job Overview

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.

KEY 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

QUALIFICATIONS

Required 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

Differentiators (Preferred)

• 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

WHAT SUCCESS LOOKS LIKE IN YEAR ONE

• Annual training roadmap built and socialized with sales leadership in the first 60 days
• New hire onboarding delivery running consistently, with measurable ramp improvement
• At least two tenured seller skill programs launched in partnership with the LXD
• Sellers and managers actively requesting more - training has a reputation for being useful, not obligatory

Relativity is committed to competitive, fair, and equitable compensation practices. This position is eligible for total compensation which includes a competitive base salary, an annual performance bonus, and long-term incentives. The expected salary range for this role is between following values: $116,000 and $174,000 The final offered salary will be based on several factors, including but not limited to the candidate's depth of experience, skill set, qualifications, and internal pay equity. Hiring at the top end of the range would not be typical, to allow for future meaningful salary growth in this position.

Required Skills: Change Management, Content Development, Facilitation, Leadership, Process Improvements, Program Management, Project Management, Stakeholder Management, Strategic Planning, Vendor Management

We're solving big data challenges in the legal tech industry, and we're always looking for more people to join us on the journey. At Relativity, you'll learn cross-functional skills to grow your career and have the chance to make a big impact on our customers, our industry, and our communities. We admire and value our employees, so it’s no surprise that our hiring process is designed to help us really get to know you – and for you to get to know us, too.