Your very own personal leadership development plan

Dean Woods
6 min readFeb 25, 2019
Photo by Kelly Sikkema on Unsplash

Congratulations!! You just were placed in a position of leadership and are now the boss. You can now kick back and relax on the golf course while all of your people do all of the work. Everyone will be back at the office, but this is going to be you.

Photo by Andraz Lazic on Unsplash

Well, not exactly. That’s mistake number one as a boss!!

I’ve found that people tend to criticize their boss constantly for not doing “actual work.”

However, once they become the boss, they’re overwhelmed by how difficult it is. Their hours get longer as a boss. They feel like they’re still failing, so they work even more. Then, they start driving their teams harder because they feel like they’re failing as a boss.

Suddenly, they’ve turned into the boss they loved to criticize and hate.

Fear not! Let’s put together your very own personal leadership development plan. The goal here is to highlight four mistakes new bosses make and how to avoid them best.

The plan here writes out four fundamental errors that many new bosses make. After describing the mistake, we provide a “tips” section that has a couple of strategies for…

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Dean Woods

Startup executive, recovering consultant, Wharton Grad. I write about real startups (my venture backed day job) and micro-startups (my bootstrapped nights)