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April 8, 2021 18 mins

My first challenging leader was for my paper route (if you don’t know what it is, ask your parents) when I was ten years old. Unfortunately, it didn’t stop there. Whether it is a new boss looking to make their mark, bad hiring decisions, lack of an appropriate talent pool, or just lack of training, challenging leaders are widespread. There are positive challenges to help you, your team, and your company grow; there are negative challenges. Both positive or negative can be hard to understand, accomplish, or stay mentally fit to address them. Everyone has tough leaders. I work with big visionaries (founders) and have realized that there are challenges to working with big thinkers; it is a package deal. Let’s chat about challenging leaders and what you can do to help them (often your best course of action), as well as yourself.

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