How to make a big ask of your boss

It can feel intimidating, but approaching it the right way can benefit all involved.

In the past few weeks, I have written about how colleagues can make significant requests of each other and how a boss can approach big requests of one of their direct reports. This week, I’ll complete the cycle by thinking about how you can make a big ask of your boss.

Before discussing some specific issues, there is a general point to make. You’re probably more worried about making this request than you should be. First off, good bosses support their direct reports. If the........

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