One of my direct reports reached out to my boss to discuss stuff without mentioning it to me at all.
Should I be annoyed? Feeling like it was a little muggy and transparency would have been nice.
Feel like I should call it out -.but how do I do it without coming across bad? Thanks.

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This has happened to me quite a few times before by guys who really didn’t want me as their manager. I have spoken with them and explained roles and procedures for decision making. It never did anything. It definitely is a power move to go around you. I even tried to get my manager to be more understanding of pushing back, and he was relatively unhelpful. If you figure it out in a strongly misogynistic company, please do let me know.

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Depends on the context and what they were discussing. Not everything is about you or involves you. Direct reports can successfully have relationships with your boss or even your boss’s boss or anyone else on a cross functional team without it being a problem. I think direct reports should be empowered to complete tasks and projects and involve whomever necessary and it need not always involve their own boss and that’s ok.

Now, if they were complaining about you behind your back or something that’s an issue you would have to solve. But if they’re just trying to develop a healthy professional relationship and learn different things from them or get a different perspective from them, I don’t see the problem.

At my last job, I know there were things only my boss’s boss knew and I went directly to her. And my boss thanked me for it lol.

I guess in the end, you should evaluate the person’s intentions and evaluate if they are good or not. They may have a good and legitimate reason and are not purposefully trying to spite you or go around you.

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I meet with skip levels regularly about “stuff.” What is it about them feeling comfortable reaching out to you boss without you knowing makes you uncomfortable?

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Thank you

This specific employee hasn't been taking guidance and direction well recently. Despite their best efforts at work, isn't experienced enough to achieve the bigger goals.

This is something I have been discussing with my manager.

In this case they were probably talking about you or asking to transfer to another dept.

If they’re not taking guidance and direction well and aren’t experienced enough then it’s on you to either give them clearer direction, put them on a PIP, or fire them. Often the cause of underperformance is not knowing what specifically they’re supposed to do, and also not sure how to ask for help.

Check out podcast Manager Tools for some really good guidance for dealing with underperforming direct reports.

Ugh I get it (you have EVERY RIGHT to your feelings). So how did you find out about it? Your boss?

I would not call the person out on it. They should not be required or expected to filter everything through their leader.

I had this happen, I am in a unique situation where my boss was my staffs direct supervisor for many years and continue to oversee them as she moved up the later. I was upset one time but then realized that they may reach out to her because they built this relationship. After a while they stopped and now reach out to me.

I’ve had this happen. The person was simply skipping me because hey new I was busy and didn’t have time for it. And that was ok!

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