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What can I say? I’m ashamed of my career

by on
in Your Office Coach

Question: “I was recently contacted online by a close friend that I haven’t seen in 25 years. We made plans to get together, but I’m worried about seeing him. ‘Steve’ is at the top of his game as a highly successful motivational speaker. He’s been married for almost 30 years and has four kids. My life is the complete opposite.  I never married, and my career ended after the 9/11 attacks. Then my mother developed a terminal illness, and my father became senile. I went bankrupt, lost my home, and am now destitute. At the age of 50, I’m working two jobs, sleeping at a friend’s house, and fending off depression. I am very ashamed of my situation. What on earth can I say when Steve asks how I’m doing?”  —Downtrodden

Answer: Although your feelings are understandable, you have absolutely nothing to be ashamed of. In fact, you should feel proud of yourself for holding down two jobs and keeping it together during difficult times.

Remember that Steve’s success doesn’t make him a better person. If he was faced with your life circumstances, he might not cope as well. And even though things seem to be going smoothly, he may have problems that are not apparent on the surface.  

If you want to avoid detailing your personal history, just provide a short and simple summary. For example: "Frankly, the past few years have been pretty tough.  But the good news is that I'm employed, I have supportive friends, and I'm working towards a better future."

Then shift the focus to Steve: "Being a motivational speaker must be interesting. What do you enjoy about it?"  Or "Tell me about your family. What are all your kids doing?"  If Steve is a talker, he may happily take over the conversation.  

On the other hand, you may find that you want to share some of your story.  If Steve is a true friend, he won't be judgmental.  And if he’s judgmental, then he's not a true friend.

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