careertrainer.ai

Train difficult conversations – with AI simulation.

Practice criticism, conflicts, and terminations before it becomes serious.

You know you need to have the conversation, but uncertainty holds you back: How will he react? What if she cries? With our AI simulation, you can practice difficult conversations in advance—interacting with realistic characters who respond defensively, emotionally, or evasively. This way, you enter the conversation prepared rather than facing the unknown.

Product Demo

Try an AI role-play – sign up and get 2 free role-plays!

From difficult conversations to resignations: Train what challenges you.

Master difficult conversations – through practice, not hope.

You don't learn to handle difficult conversations in a seminar – you learn by engaging in them. Our AI simulation provides a safe space for practice: mistakes have no consequences, repetition is unlimited, and feedback is immediate.

Conducting feedback conversations without demotivating.

You know you need to discuss Lisa's performance with her. But how do you approach it without her shutting down? Too harsh, and she gets hurt. Too soft, and nothing changes. In our AI simulation, you practice delivering feedback with various response types: The Defensive, who justifies everything. The Sensitive, who reacts with immediate hurt. The Indifferent, who seems unreachable. Find the right tone—before it matters.

Clearly identify performance issues without assigning blame.

Handle objections and justifications with confidence.

Establishing Commitment: What Changes and By When?

Frame criticism in a way that it resonates rather than bounces off.

De-escalate conflict conversations instead of escalating them.

Two team members are no longer communicating, or someone is attacking you personally. Ignoring the situation only worsens it, but intervening incorrectly can be just as detrimental. In our AI simulation, you will practice mediating between entrenched positions, regulating emotions, and professionally deflecting personal attacks. You will learn to shift from blame to a solution-oriented approach.

Mediating between hardened fronts.

Professionally counter personal attacks.

De-escalate emotions without placating.

Transitioning from blame to solution-oriented thinking.

Conduct termination conversations professionally and empathetically.

Termination conversations are emotionally challenging for both parties, and uncertainty can lead to mistakes: excessive small talk, raising false hopes, and compromising the other person's dignity. In our AI simulation, you practice separation conversations with various reactions: shock, anger, tears, and attempts to negotiate. You will learn to remain clear and empathetic, even in difficult situations.

Convey the message directly and clearly.

Professionally managing emotional responses.

"Preserving value – for both sides."

Stay secure during negotiation attempts.

Realistic AI characters – just like your real employees.

Our AI characters respond not according to a script, but to you. They become defensive when you apply pressure, open up when you listen, and shut down when you make accusations. Each character has unique triggers and behaviors based on the MBTI personality model. This way, you train with the complexity you encounter in everyday life.

50+ Personality Types: From Dominant to Insecure

Dynamic responses to your conversational style.

Emotional Variation: Voice, Tempo, Pauses

Scientifically grounded in the MBTI model.

Instant feedback – know what worked.

After each conversation, you can see what worked and what didn’t: Where did you listen, and where did you interrupt? When did your counterpart open up, and when did they close off? Which phrasing was effective? You’ll receive specific improvement suggestions and can immediately repeat the conversation to test new strategies.

Evaluation of Empathy, Clarity, and Structure

Highlighted conversation moments with a time reference.

Alternative formulations for critical points.

Comparison between different runs

For Teams Too: Systematically Develop All Leaders

Looking to roll out training for your entire team? With our team solution, all leaders—from team leads to department heads—can participate. HR maintains oversight of training progress and can provide targeted support. Achieve consistent conversation quality across the organization without the need for expensive external trainers.

Team Dashboard: Who trains what and how often?

Scalable from 5 to 500 leaders.

Continuously instead of once: sustainable development.

80% cheaper than traditional leadership training.

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
Use Cases

When do companies use Careertrainer.ai?

Six typical scenarios for HR teams, leaders, and training providers

Onboarding for new leaders

Productivity from week 2 instead of month 6. New leaders practice their first difficult conversations before they have to lead them – from the first feedback conversation to taking over a team. No more learning by doing with real employees.

  • Practice first leadership conversations risk-free
  • Avoid typical beginner mistakes
  • Faster effectiveness in the new role
  • Structured onboarding program with progress tracking
Sarah Weber
Julia Weber
Lena Schmidt
Total ProgressWeek 1
First feedback conversation practicedTeam meeting simulated
Discover onboarding solution

Pricing

Choose the plan that fits your needs.

Free

0
3 conversations total

Perfect for trying out and getting to know the platform.

  • 3 training conversations total
  • Access to free scenarios
  • Basic feedback after conversations
Start for free

Basic

14,99/month
15 conversations per month

Ideal for occasional preparation for important conversations.

  • 15 conversations per month
  • Access to all standard scenarios
  • Detailed performance evaluation
  • Progress tracking
  • Email support
Choose Basic
Popular

Pro

29,99/month
40 conversations per month

For regular training and continuous improvement.

  • 40 conversations per month
  • Access to all scenarios
  • Detailed performance evaluation
  • Progress tracking over time
  • Personalized learning recommendations
  • Priority support
Choose Pro

Unlimited

59,99/month
Unbegrenzte Gespräche

For power users and small teams with intensive training needs.

  • Unlimited conversations
  • Access to all scenarios
  • Detailed performance evaluation
  • Progress tracking over time
  • Personalized learning recommendations
  • Create your own scenarios
  • Priority support
Choose Unlimited
Enterprise

For Teams & Organizations

Tailored solutions for your entire organization. Develop leaders according to your company guidelines.

Book personal demo
  • Everything from the Unlimited plan, plus:
  • Customizable company policies and leadership guidelines
  • Company-specific scenario development
  • HR analytics dashboard
  • Dedicated account manager
  • Single Sign-On (SSO) integration
  • Volume discounts for teams

More Careertrainer.ai Solutions

Discover more professional solutions for your leadership development.

Frequently Asked Questions about Difficult Conversations Training

What challenging conversations can I train for?
All conversations that require courage: discussions about performance issues, conflict conversations (within the team or personally), termination talks, feedback discussions regarding challenging behaviors (tardiness, resistance, attitude), salary negotiations facing rejections, motivational talks with disengaged employees, and return conversations after a long absence. The general rule is: the longer you postpone a conversation, the more beneficial it is to practice beforehand.
How realistic are the AI characters?
Surprisingly realistic. Our AI characters are based on the MBTI personality model and respond authentically to you: a sensitive employee feels hurt and withdraws when faced with harsh criticism, while a dominant type retaliates. An evasive character agrees to everything—without any change occurring. The reactions dynamically adapt to your behavior: empathy leads to openness, while pressure results in resistance. Many users report that the conversations feel more genuine than they anticipated.
Can I prepare for a specific conversation scheduled for tomorrow?
That's exactly what the tool is designed for. You briefly describe the situation and the personality type of the person you're engaging with. Then, you initiate the conversation and test different approaches: What happens if you are more direct? What if you listen more? After the conversation, you can see what worked. You repeat this process until you feel confident. Each session lasts 15 minutes—perfect for the evening before or the morning of your meeting.
What benefits does this offer that a seminar does not?
In the seminar, you'll learn theory and may participate in role-playing with colleagues—awkward, artificial, and one-time only. With the AI simulation, you practice real conversations: as often as you like, with realistic reactions and immediate feedback. You can train between meetings instead of during a two-day block. Plus, you can rehearse the specific conversation you have scheduled for tomorrow—not a generic scenario. The best combination: theory in the seminar, practice with AI.
Is the training private, or can my employer see what I am practicing?
You decide. As an individual user, your conversations are completely private—no one else has access. Many leaders use this to prepare for sensitive discussions that should remain confidential. If your company has a team license, HR can view aggregated statistics (who trains and how often) but not the content of your conversations.
How does this help with conversations I've been postponing for weeks?
Procrastination stems from uncertainty: You’re unsure how the other person will react. With the AI simulation, you eliminate the unpredictability of the conversation. You experience potential reactions—defensiveness, emotions, silence—and develop strategies to address them. After 2-3 sessions, you’ll know what to expect. The barrier lowers, and the conversation takes place. Many users report that they engage in discussions they have postponed for months.
Are real employee data being processed?
No. You describe the situation and personality type—not your actual employee. No real names or personal data are transmitted to the AI. All scenarios are based on fictional characters. Transcripts are encrypted and stored on German servers. GDPR-compliant, software developed in Germany.
How long will it take for me to improve?
Most participants notice a difference after 3-5 sessions: reduced nervousness, clearer communication, and improved responses to resistance. For systematic development, we recommend 2-3 short sessions per week over 6-8 weeks—totaling approximately 5-8 hours, spread across smaller units. After 8 weeks, most individuals feel significantly more confident in handling criticism, conflict, and feedback discussions.
What does it cost?
You can start for free and test initial conversations. After that, we offer flexible options for individual users and teams. Compared to coaching sessions (€200-500 each) or seminars (€1,500-3,000), you can train unlimitedly for a fraction of the cost. Current prices can be found on our Pricing page.
Is this available for my entire team as well?
Yes. With the Team solution, all leaders can train together. HR receives a dashboard to track training progress and can provide targeted support. You can also create custom scenarios tailored to your specific challenges. For teams of 5 or more, we offer pilot projects—just reach out to us.