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Role-playing for Leaders

Practice difficult conversations – in a safe space, without an audience.

Role-playing is the most effective method for training leadership conversations. With Careertrainer.ai, your leaders can practice delivering criticism, feedback, and handling conflicts in a safe environment—available anytime, repeatable as often as needed, and without the barriers of traditional seminar role-plays.

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Have a Role-playing for Leaders with Lena Schmidt

Lena Schmidt

Lena Schmidt

Employee Conversation

Support insecure employees.

Lena has been part of the team for six months and delivers technically sound work. However, she frequently seeks confirmation, even for routine tasks. Yesterday, she asked you three times to review a standard analysis, despite having completed it ten times before. This morning at 8:47 AM, she wrote to you: "I'm sorry, but I'm not sure if I understood the meeting minutes correctly. Could you explain it again?" Colleagues are complaining: "We constantly have to validate Lena's work. It's slowing us all down." Two weeks ago, you provided her with positive feedback, to which she responded, "Oh, that was nothing special." You have scheduled a meeting with her for today at 3:00 PM.

More AI Characters in the Library

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Rethinking Role-Playing Games

Traditional role-playing in seminars has a drawback: it takes place in front of an audience. Our role-plays for leaders combine the effectiveness of practice with the safety of a protected environment.

Realistic conversations via voice chat.

In our role-playing exercises, leaders engage in authentic conversations—via voice, in real-time. No script reading, no waiting for feedback from a trainer. The conversations last 10 to 25 minutes and feel like genuine employee discussions.

Conversations by voice – not through text input or scripts.

10–25 minutes per role play – just like a real 1:1 conversation.

Repeatable at any time, cancellable, and restartable.

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Realistic conversations via voice chat.

Over 50 scenarios for all leadership situations.

From feedback discussions and conflict mediation to termination – our role plays cover all typical leadership situations. Each scenario is designed to be practical and is based on real challenges encountered in everyday leadership.

Critique, feedback, and development discussions.

Conflict and Mediation Discussions

Annual reviews, salary negotiations, termination discussions.

Onboarding, Delegation, and Remote Leadership

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Over 50 scenarios for all leadership situations.

Different personalities as conversation partners.

In the role-playing scenario, your leaders encounter various employee types – from self-doubting to opinionated, and from analytical to emotional. This experience teaches them to tailor their communication to different personalities.

Over 50 different personality profiles.

Realistic response patterns to criticism, stress, and appreciation.

Based on established personality models.

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Different personalities as conversation partners.

Dynamic responses instead of a fixed script.

Our role plays are unscripted. The leader's behavior dictates the response: empathetic communication opens up the conversation partner, while pressure creates resistance. Each conversation unfolds differently.

No scripted dialogue – authentic reactions.

"Openness with empathy, resistance under pressure."

Realistic escalation and de-escalation patterns.

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Dynamic responses instead of a fixed script.

Structured feedback after each role play.

After each role-play, leaders receive immediate structured feedback—complete with specific improvement suggestions and references to critical moments. This feedback is objective, free from evaluations by colleagues or trainers.

Analysis of Leadership Competencies: Listening, Structure, Clarity

Specific insights into problematic conversation moments.

Scoring with a focus on development rather than performance ranking.

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Structured feedback after each role play.

Role-playing exercises for the entire leadership team.

Classic role-playing seminars are complex to organize and costly to scale. With Careertrainer.ai, 10 or 1000 leaders can train simultaneously—without trainer shortages, scheduling conflicts, and with consistent quality.

Parallel use without capacity limits.

No appointment coordination required – training adapts to your schedule.

Consistent training quality across all locations.

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Role-playing exercises for the entire leadership team.
AI Character Library

Practice with realistic personalities

Every employee is different – and reacts differently to feedback. Our AI characters are based on the Myers-Briggs model and simulate realistic conversation dynamics: from the insecure junior employee to the critical senior developer.

Lade Charaktere...

Prepared for everything

Practice with introverted, extroverted, defensive, or emotional characters – just like your real employees.→ No surprises in real conversations

Real reactions

The AI becomes emotional, blocks, or opens up – depending on how you conduct the conversation.→ Learn to respond to different reactions

Safe practice space

Test different approaches without consequences. Find out what works – before it matters.→ Making mistakes is allowed

16+
Different Personality Types
50+
Realistic scenarios
24/7
Available for training anytime
Enterprise Solutions

The right solution for your organization

Choose the plan that perfectly aligns with your business objectives and team size.

For you as a leader

119/month

79/month

Practice difficult conversations in a safe environment – anytime, as often as you want.

  • 14 realistic conversation scenarios (performance reviews, terminations, salary negotiations & more)
  • Create your own custom scenarios for your specific situations
  • AI-powered feedback immediately after each conversation – specific and actionable
  • Unlimited repetitions – practice until you feel confident
  • Track your progress and visualize your development
  • Personalized learning recommendations based on your performance
  • Cancel anytime – no commitment

For your organization

Custom

Scalable leadership development with your company culture at its core.

  • Your leadership principles and company values automatically embedded in all scenarios
  • Custom scenarios for your industry-specific and organizational challenges
  • HR analytics dashboard: identify skill gaps, measure training effectiveness, prove ROI
  • Dedicated account manager for your successful implementation
  • Single Sign-On (SSO) and seamless integration with your IT infrastructure
  • Centralized team management saves your HR team time and administrative effort
  • Volume discounts from 10 licenses – scales with your growth
FAQ

Frequently Asked Questions

What are role plays for leaders?

Role-playing for leaders is a training method that simulates leadership situations, such as performance reviews, conflict resolution, and feedback discussions. The leader assumes their own role while a partner plays the employee. The goal is to practice conversation management and explore various communication strategies before applying them in real work scenarios.

Why are role plays so effective for leadership development?

Leadership rarely fails due to a lack of knowledge—it often falters in execution during conversations. Seminars provide theory, but conversations require practice. Role-playing bridges this gap: leaders experience reactions to their behavior, can make mistakes without consequences, and build conversational confidence through repetition. The learning effect is significantly greater than with mere knowledge transfer.

What is the difference between traditional role-playing in seminars and role-playing with Careertrainer.ai?

Classic role-playing exercises take place in front of an audience—colleagues and trainers watching. This raises the barrier to participation and reduces practice frequency. At Careertrainer.ai, leaders train in a safe space without spectators. Additional advantages include: available anytime instead of being tied to seminar dates, repeatable as often as needed rather than just once, objective AI feedback instead of subjective trainer assessments, and scalable for over 1,000 leaders at no additional cost per exercise.

Do digital role-playing games replace traditional leadership seminars?

No – and that is not the goal. Seminars provide theoretical frameworks, facilitate networking, and create space for strategic discussions. Digital role-playing focuses on practical communication skills and continuous practice. The optimal combination: seminars for knowledge transfer, role-playing for application in everyday situations. Many companies use Careertrainer.ai for the preparation and follow-up of in-person training sessions.

How realistic are the role-playing scenarios at Careertrainer.ai?

The role-playing exercises are based on established personality models and respond dynamically to leadership styles. An empathetic approach encourages openness in the conversation partner, while pressure creates resistance—just like with real employees. 87% of leaders report that the training feels like genuine conversations. Importantly, we do not simulate people; we simulate realistic conversational dynamics.

Which leadership conversations can I practice through role-playing?

Our role-playing exercises cover all typical leadership situations: performance reviews, feedback and development discussions, conflict resolution and mediation conversations, annual evaluations, salary negotiations, termination discussions, onboarding, delegation and motivation, as well as remote leadership scenarios. Over 50 ready-to-use scenarios—continuously updated.

How long does a role-playing game last?

Each role-play session lasts 10–25 minutes, including feedback analysis, making it comparable to a real one-on-one conversation. Leaders can complete training flexibly between meetings or while working from home. We recommend 2–3 training sessions per month for continuous development—significantly less time commitment than multi-day seminars.

Do role-playing exercises also work for introverted leaders?

Introverted leaders particularly benefit from our approach. In traditional seminar role-plays, they often feel uncomfortable in front of an audience, which leads to less practice. With Careertrainer.ai, they train in a private space without spectators or group pressure. They can conduct conversations at their own pace, take breaks, and repeat scenarios until they feel confident.

How do I receive feedback after the role play?

After each role-play, leaders receive structured feedback automatically. The analysis evaluates leadership competencies such as listening, conversation structure, and clarity. Specific insights highlight problematic moments with timestamps—such as interruptions, accusations, or pressure to find solutions. The scoring focuses on development rather than performance ranking. Unlike trainer feedback, this is objective, immediately available, and without waiting time.

Can I create my own role-playing scenarios for my company?

Yes, in the Enterprise solution, you can create custom scenarios based on your real business challenges. You describe the situation, and Careertrainer.ai generates a complete training scenario with appropriate characters and assessment criteria. Additionally, you can upload leadership guidelines and company values, which will automatically be incorporated into feedback and evaluations.

How can I ensure that leaders regularly practice role-playing exercises?

The HR Analytics Dashboard provides real-time insights into which leaders are participating in training and which are not. This allows you to follow up strategically or implement incentives. Many companies incorporate role-playing into their onboarding programs or performance reviews. The 15-minute format significantly lowers the entry barrier—rather than multi-day seminars, leaders can train between meetings.

What is the cost of role-playing training for executives?

The costs depend on the number of executives and the desired scope of functions. Compared to traditional in-person training (trainer fees, travel expenses, production downtime), digital role plays are significantly more cost-effective per session and can be repeated as often as needed at no additional cost. Contact us for a customized quote.

Do I need special software for the role-playing games?

No, the role plays work in the browser on any device with a microphone—desktop, laptop, or smartphone. No installation is required, and no special equipment is needed. A quiet room and a functioning microphone are all you need. Most executives begin their first training within 2 minutes of registration.

Are the role-playing games GDPR compliant?

Yes, all data is processed on German servers (Hetzner, Nuremberg) and stored securely in accordance with GDPR standards. Conversations are private and visible only to the respective manager and HR personnel with the appropriate permissions. Importantly, no real employee data is used— all training scenarios are based on fictional characters.