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How to Deal with Career Questions Over the Holidays

career questions from friends and family

The holidays, reunions, or even casual gatherings can bring up inevitable career questions from well-meaning friends and family. “How’s work going?” or “When are you going to get a promotion?” might feel like small talk to them but can leave you feeling cornered or judged, especially if you’re in a period of transition, unclear about your direction, or your job search isn’t going as well as you’d like.

Instead of simply avoiding the questions, prepare your answers in advance so you can enjoy your time with your friends and family. Here are five tips on how to handle these questions with confidence and grace, no matter where you are in your career journey.  

1. Set Boundaries in Advance  
If you know the topic of your career is a potential stressor, set boundaries beforehand. Decide what you are comfortable sharing and practice responses to common questions. For instance, if someone asks, “Why aren’t you looking for something better?” you could say, “I’m focusing on opportunities that align with my long-term goals, and I’m happy with the progress I’m making.”  

2. Redirect the Conversation  
Not all career questions need to be answered in-depth. A polite way to redirect is to answer briefly and pivot to a topic you’re more comfortable discussing. For example, if your cousin asks you, “Are you still at the same job?” you could respond, “Yes, I am. It’s keeping me busy! How’s everything going with your new project?” By steering the conversation back to them, you maintain engagement without feeling on the spot.  

3. Emphasize Growth and Positivity
If you’re in a challenging phase of your career, frame your situation positively. Highlight any professional development or learning experiences you’re pursuing. For example, if you are asked about your job search, you might say, “I’m taking some time to evaluate where I want to go next, and I’ve been attending workshops to sharpen my skills.”  

4. Lean on Humor
Humor can defuse tension and signal to others that you prefer to keep the topic light. For instance, if someone says, “When are you getting a promotion?” you could joke, “Hopefully right after dessert!”  

5. Seek Support, Not Criticism  
Sometimes, friends and family genuinely want to help. If you feel safe, share your challenges and let them know what kind of support you’re seeking, whether it’s advice, networking opportunities, or simply encouragement.  

Career questions from friends and family don’t have to feel like an interrogation. You may even find the support and advice you need to help you with your career goals. By setting boundaries, staying positive, and focusing on your personal growth, you can navigate these conversations with confidence and grace.

For additional support with your career journey, join our $25/month career coaching group.