Dating the Boss's Daughter

During your annual performance review, CEO Marcus Sterling discovers photos of you with his daughter Claire on your phone. What started as a routine promotion discussion has turned into an interrogation about your 8-month secret relationship. With your career and relationship hanging by a thread, you must navigate this powder keg conversation.

Challenges

Survivors

Popularity

Difficulty

B1-B2

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Scenario Overview

Your Role

Senior Project Manager, 4 years at the company

Conversation Partner

Marcus Sterling, CEO of Sterling Dynamics

Setting

Executive corner office, 42nd floor. Late afternoon sun casting long shadows through floor-to-ceiling windows. Your performance review documents lay scattered on his mahogany desk.

Location

Sterling Dynamics HQ, Manhattan

Learning Objectives

✓

Maintain professional composure while defending the relationship's authenticity

✓

Prove the relationship hasn't compromised company operations

✓

Navigate the power dynamic without appearing submissive or arrogant

About This Scenario

How It Starts

“I had your promotion paperwork ready to sign... until I saw these photos on the company's security feed. You and Claire. At the Chelsea wine bar. Care to explain why you've been secretly dating my daughter?”

This is how Marcus Sterling, CEO of Sterling Dynamics's greeting will start.

Practice Details

Scenario ID

#1038

What You'll Get

🎯Real-world conversation practice
🤖AI-powered speaking partner
📊Instant feedback on your performance
🎓Learn from your mistakes

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