How to Start a Conversation You’re Dreading

How to Start a Conversation You’re Dreading

In this video, I talk about pushing past the feeling of dread and getting to the heart of a difficult conversation. Leadership means creating or forging ahead in a direction that many may not be happy with. How can we overcome our fear of the “cringe” moment?

The strategy I offer is simple, but it’s not easy. It requires emotional courage, which is necessary to close the gap between knowing what to do and actually doing it. Emotional courage is one of the main qualities I cultivate in leaders at the Bregman Leadership Intensive because it’s what makes good leaders great.


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  • Basil June 13, 2017 Reply

    If one attributes the sender’s fear of the moment to be the cause of the reluctance to communicate the news, one must infer that the sender anticipates that the receiver is likely to be adversely affected by the news.
    I therefor have a concern that if one delivers the message/news without a build-up, the receiver, now upset/traumatized etc will not be in a position (post-delivery) to either objectively listen to or absorb anything more from the sender.
    Your view will be sincerely appreciated.

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