I Change Bosses Like I Change Underwear

A leadership blueprint you can use to excel in life.

Tim Denning
Ascent Publication
Published in
7 min readOct 8, 2020

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Photo by Keyvan Mansouri on Unsplash

It feels like I change bosses like I change underwear. If I look back on my career it’s full of different bosses. They step into my life, and more often than not, step right back out of my life.

Most bosses don’t last. It got me thinking: why is that?

Then there are bosses who survive the test of time. Even when they’re not your boss you stay in touch with them. They start out as a boss and transcend the title, quickly, without even realizing it.

There are two types of bosses: those who serve themselves, and those who serve others. The second category is rare — understanding why can change how you approach your life and your work.

Here’s how you can think about leadership even if you’re not blessed with the title yet (but you can be).

Dare to Be the Least Important Person in the Room

The typical boss wants to be one, to feel important. The title helps them fill a void in their life that they never filled during childhood. They carry this burden through their entire life, silently.

A void in your life can force you to seek attention.

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Tim Denning
Ascent Publication

Aussie Blogger with 1B+ views that made me 7-figures — Get my free email course: https://timdenning.com/1k-mb