49 Difficult Conversations: Which Ones Are You Avoiding?….Or Don’t You Want to Talk About It?

Difficult conversations. Life is full of them. More often than not people avoid them. They are uncomfortable. Embarrassing. Wrought with tension. They can be emotional. Are almost always awkward and well, they are just plain difficult.

There are numerous books about difficult conversations at home or with the boss or in relationships. It’s because unfortunately we really can’t move through life without encountering the need for difficult conversations.

crucial conversationsRather than avoid them, however, a more successful response is to simply dive into them. It reminds me of the expression, “the only way out is through.” Postponing and putting off these talks accomplishes nothing. The procrastination only intensifies the dread. The tensions mount and discomfort builds.

Nope. I’m not a believer in walking away. After years of coaching individuals in business and personal situations, not to mention my own share of challenging experiences, I’m certain it’s best to take a breath and lean into the awkwardness. Once begun, the conversations actually become easier than we expect. Half the battle is forging THROUGH the trepidation to just start. Kind of like Nike’s motto, “Just Do It.”

A difficult conversation is the need to address any subject or issue that creates the following:difficult conversations

  • Desire to run the other direction
  • Hope the circumstances will simply go away
  • Feeling of dread and anxiety even thinking of “talking it out”
  • Concern about “the way to say it”
  • Feeling of awkwardness when faced with the situation
  • Fear of saying it all wrong
  • Potential for drama, hurt feelings and emotional reactions

Here is a comprehensive, though not exhaustive, list of 49 topics most experts agree fall into the “difficult conversations” category:

1.       Asking for a raise

2.       Terminating an employee

3.       Resigning without burning bridges

4.       Breaking up with a girlfriend or boyfriend

5.       Ending a friendship

6.       Reminding a friend they owe you money

7.       Saying no to someone’s request for help, money, etc.

8.       Talking to loved ones about their end-of-life wishes

9.       Turning down an invite or opportunity that’s of no interest

10.   Bidding on a home or piece of real estate

11.   Refusing to compromise on a principle

12.   Expressing dissatisfaction with an employee’s attitude or work

13.   Cancelling a commitment

14.   Letting someone know you aren’t interested in developing a social relationship with them

15.   Expressing anger when someone violates a boundary

16.   Standing up to people who take advantage

17.   Apologizing for a mistake

18.   Delivering a poor performance review

19.   Negotiating a salary package

20.   Asking for a refund

21.   Accepting a gift you don’t like

22.   Expressing disagreement during conflict

23.   Speaking up when no one agrees with you

24.   Admitting an affair or indiscretion to your spouse

25.   Pointing out the flaws of a new plan or program at work

26.   Letting your friend know their new boy/girl friend is a loser

27.   Telling your spouse you overextended the family financially

28.   Confronting emotional or physical abuse

29.   Negotiating prices on services for your home

30.   Telling your parents you are going to break with family traditions

31.   Talking to your kids about sex

32.   Confronting your kids about drug use

33.   Telling your spouse you suspect them of  infidelity

34.   Talking to the police in confrontational situations

35.   Handling employee complaints

36.   Addressing inappropriate dress, language or hygiene in the workplace

37.   Confronting second-hand insults and comments

38.   Telling an employee they spend too much time on personal emails at work

39.   Drawing a line in the sand about behavior you’ll accept in a relationship

40.   Owning your mistakes in a relationship

41.   Making intimate requests of your spouse

42.   Telling your spouse you’re leaving, you want a divorce

43.   Confronting someone of suspected misconduct, theft or lying

44.   Giving honest feedback on work poorly done

45.   Facing your partner after a particularly ugly, out-of-control argument

46.   Apologizing for a deeply hurtful comment

47.   Telling your children you and your spouse are divorcing

48.   Talking with your spouse through the divorce process

49.   Sharing bad information with a client

Actually, the topic itself is less important in making it a tough conversation. What matters most is YOUR feeling about having that conversation.  If the mere thought of it brings up the anxiety and dread mentioned above, then for you it’s a difficult conversation and you might seek out some support to face it and get it behind you.

ostrichTell me, when do you stick your head in the sand instead of speak up? What topics do you avoid even though you know deep down the talk needs having?  I’d like to add your dreaded conversations to this for a future post. What are some of your most difficult conversations?

…..or don’t you want to talk about it?

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Comments

  1. Maria Delis says:

    Telling your 12 year old you have breast cancer… I remember being so scared for him.

  2. Thanks Maria for sharing that. That is definitely a Difficult Conversation and a topic that I had not thought of. Any suggestions on tips for such difficult situations?