careertrainer.ai
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Make your team better – through better conversations.

Careertrainer.ai for Sales Managers

As a Sales Manager, your conversations determine the performance of your entire team. Coaching, pipeline reviews, performance feedback – train the discussions that turn good reps into top performers.

Your success is your team's success.

You carry the quota of the entire team. But you can't close all the deals yourself. Your leverage lies in your reps – and how well you develop them. This happens through conversations: coaching after lost deals, feedback on calls, pipeline reviews, and one-on-ones. The problem: there often isn't enough time for effective coaching. And when you do have time, you may lack the practice. How do you provide feedback that resonates? How do you coach without micromanaging? How do you hold low performers accountable without demotivating them?
Sales Leadership

Conversations that enhance your team.

From coaching to performance management – these conversations determine team success:

Coaching after calls

Developing reps without micromanaging.

  • Provide constructive feedback on conversations.
  • Promote self-reflection instead of lecturing.
  • Targeted improvement of specific skills
  • Maintain motivation despite criticism.

Pipeline Reviews

Validate deals without interrogation.

  • Recognizing true deal status vs. wishful thinking
  • Helpful questions instead of an interrogation atmosphere
  • Commit to the next steps
  • Identify stuck deals and launch them.

Performance reviews

Address underperformers, retain top performers.

  • Address low performance without demotivating.
  • Constructively initiate PIPs
  • Develop and retain top performers.
  • Clearly communicate expectations

Team leadership

Build culture, resolve conflicts, lead change.

  • Communicate new quotas and territories.
  • Resolving conflicts in the sales team
  • Maintaining team morale during challenging quarters
  • Implementing changes and new processes

The challenges of being a Sales Manager

Sales Leadership comes with its own set of conversational challenges:

Coaching vs. Telling

You know what the Rep is doing wrong. The temptation to simply point it out is strong. But telling doesn’t work – they need to realize it themselves. How do you coach without lecturing?

Forecast pressure without interrogation

You need to know how the forecast looks. But if you ask too aggressively, your reps will learn to hide their pipeline. How do you get the truth without instilling fear?

Addressing underperformers

Someone is not meeting their quota, month after month. You know it, the team knows it. But the conversation is difficult for you. How do you address performance issues constructively?

Retaining top performers

Your best rep is being poached. What do you say? How do you conduct stay interviews? How do you recognize early signs that someone is at risk of leaving?

Convey unpopular decisions

New quotas, changed territories, reduced headcount – sometimes you have to sell decisions that you don't personally agree with. How do you maintain credibility?

Managing your own boss

Your VP wants to see results, but your team needs time. How do you communicate upwards without complaining? How do you manage expectations without making excuses?

Training leadership conversations

Practice the conversations that will improve your team.

1

Choose situation

Coaching after a lost deal, performance review with low performers, pipeline review, one-on-one with at-risk top performers – choose what you want to prepare.

2

Practice with AI-Rep

The AI plays various rep types: the defensive underperformer, the frustrated top performer, and the oblivious mid-tier rep. It provides genuine responses to your feedback.

3

Leadership feedback

Not just what you said, but how it impacts leadership: Did you ask in a coaching manner or speak in a lecturing tone? Was the feedback motivating or demotivating? Does it foster commitment or compliance?

What you gain as a Sales Manager

Better conversations lead to improved team performance.

Coaching that develops

Learn to coach instead of telling. Ask questions that lead to self-discovery. Provide feedback that is accepted. This distinguishes good sales managers from great ones.

  • Coaching questions instead of instructions
  • Promote self-reflection
  • Feedback that sticks

Recognizing pipeline reality

Learn to ask the right questions to identify true deal status—without making your reps feel misunderstood. Psychological safety plus forecast accuracy.

  • Recognizing Wishful Thinking vs. Reality
  • Questions that promote the truth
  • Helpful Pipeline Reviews

Mastering performance conversations

The difficult conversations that no one likes – but are crucial. Addressing underperformers, initiating PIPs, outlining consequences. Clearly and respectfully.

  • Address low performance constructively.
  • Set clear expectations
  • Accountability without fear

Strengthening team culture

Sales teams need energy, even in challenging quarters. Learn to maintain motivation, lead through change, and resolve conflicts.

  • Motivation in challenging times
  • Selling Change
  • Resolving conflicts in the team

Sales managers achieve this through training.

87%
feel more confident in coaching conversations
2.1
Training sessions per week
74%
reporting improved rep development
91%
Referral
3 conversations free of chargeCoaching scenariosTeam plans available

Start with 3 free training sessions. Prepare for your next challenging conversation – coaching, performance, or pipeline review.

GDPR-compliantNo credit cardMonthly cancellable
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?

Five typical scenarios for HR teams and leaders

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
Alina Kowalski
Andreas Hoffmann
Anna Weber
Total ProgressWeek 1
First feedback conversation practicedTeam meeting simulated
Discover onboarding solution

Our Pricing

Choose the package 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

Frequently Asked Questions from Sales Managers

How realistic are the AI Reps?
The AI simulates various rep types you know: the defensive underperformer who makes excuses, the frustrated top performer who wants more, the average performer who is content, and the new hire who is uncertain. It responds realistically to your coaching—becoming open or closed off depending on your leadership style.
Can I train my real-life situations?
Yes. You can provide the AI with context: the rep's performance data, the background, and what you aim to achieve. The AI will then simulate that exact rep—perfect preparation for a challenging conversation you need to have.
Does this also help with coaching skills?
This is one of the main use cases. There are specific scenarios for: coaching after lost deals, call reviews, and skill development conversations. You will learn to ask coaching questions instead of providing answers – the difference between managers who develop and those who merely manage.
How do I train challenging performance conversations?
There are scenarios for all performance situations: initial discussions for underperformance, PIP initiation, consequence conversations, as well as positive ones: promotion discussions, retention conversations with top performers, and salary negotiations with your rep.
I have little time – is it worth it?
A training session lasts 15-20 minutes. Many sales managers train before important one-on-ones or in the evening for reflection. The time you invest in training pays off multiple times in more effective conversations – fewer repetitions, better results.
Can I use this for my team?
Yes, both. You can train yourself to become a better coach, and you can use team plans to help your reps develop their skills. Many sales managers do both – improving their own coaching abilities while empowering their team to train independently.
What does it cost?
For you personally: Plans starting at €14.99 per month. For your team: Team plans starting at €29.99 per person with a manager dashboard. Enterprise terms available for larger sales organizations upon request.
Do my reps see what I'm training?
No. Your personal training is private. Only you decide what to share. This is important – you should be able to practice situations that make you uncomfortable without anyone knowing.