Training That Sticks: AI Roleplay Powered by PlaybookOS
Enablement leaders can design roleplay scenarios directly from PlaybookOS. Reps then practice with a live AI agent acting as the buyer while Wingman delivers prompts and guidance. Finally, Re:them scores performance and suggests improvements — ensuring training translates into real behavior.

Why Traditional Training Doesn’t Stick
Without practice, methodology fades. Playbooks sit in PDFs. Coaching happens after mistakes. And buyer confidence suffers.
Challenges
Training is forgotten weeks after onboarding.
Playbooks Remain Theoretical
Playbooks remain theoretical, not practiced in real scenarios.
Coaching Limitations
Managers can’t scale 1:1 coaching effectively.
Lack of Safe Practice
Reps lack safe environments for practicing objections and negotiations.

Practice the Playbook Before the Call
Re:them Roleplay is powered by PlaybookOS. Scenarios are built from your ICPs, personas, deal stages, and objection libraries. Reps roleplay with AI buyers, while Wingman delivers the same prompts they’ll see in live calls.
Scenarios tied directly to PlaybookOS plays
AI agents simulate buyers with realistic personas
Wingman provides in-call prompts and guidance
System generates scores and improvement recommendations
How Re:them Roleplay Training Works
Roleplay training is not theory. It’s practice built from your playbook and reinforced by data.
Step 1
Design Scenarios
Enablement leaders create tailored scenarios using PlaybookOS personas and objection libraries. This ensures relevance to real sales situations.
Step 2
Live Roleplay
Reps engage in live roleplay sessions with AI buyers, simulating real sales calls. This practice builds confidence and hones skills.
Step 3
Receive Guidance
Wingman provides real-time prompts and recommended actions during the roleplay. This guidance mirrors what reps will encounter in live calls.
Step 4
Performance Scoring
The system scores rep performance based on AI and manager evaluations. This objective feedback highlights areas for improvement.
Step 5
Future improvement
Results sync back to PlaybookOS to refine future plays and training.
Reinforcement That Scales
Because roleplay is powered by PlaybookOS, reps practice the same methodology they’ll execute in real calls. This creates alignment across training, execution, and outcomes.
Faster onboarding with repeatable roleplay scenarios
Continuous reinforcement of proven sales methodologies
Scalable coaching without constant manager involvement
Analytics to track readiness and improvement

Why Re:them Roleplay Training Stands Out
Real Sales
Re:them Roleplay simulates authentic sales calls for effective practice and immediate feedback.
Objective Scoring
Get instant, unbiased scoring to track performance and identify areas for improvement.
Tailored Prompts
Receive prompts based on your specific playbook to enhance real-time learning.
Continuous Feedback
Experience a seamless feedback loop that refines your training and playbook strategies.
Ready to Reinforce Your Playbook?
Practice, refine, and live your playbook in every conversation.