3 Nov 2026 08:00

7 Workplace Conversations That Can Make or Break Your Career

The conversations you avoid at work could be holding your career back. Harvard Business School faculty member and Unspeakable author Christina Wing shares how to navigate seven of the toughest workplace conversations—from asking for more to owning mistakes and talking about money.

You’ll learn:

  • How to ask for a raise, promotion, or more responsibility with confidence
  • What to say when discussing mistakes, job security, and personal challenges at work
  • Simple scripts to make difficult conversations less awkward and more productive

Show Notes

Weekly Newsletter Sign-Up: http://bit.ly/37hqtQW

Guest Resources:

Book: https://www.christinawing.com/book/

LinkedIn: https://www.linkedin.com/in/christina-r-wing/

Website: https://www.christinawing.com/

Career Contessa Resources

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Take an online course: https://www.careercontessa.com/education/

Get your personalized salary report: https://www.careercontessa.com/the-salary-project/ 

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