When I was younger I used to take on senior leaders. I think I had that small-man syndrome and always wanted to push back, but I would do it within wider groups. It was almost manipulative and point-scoring. As a former sales and marketing person, I did it quite well, but it wasn't respectful. Please, do this respectfully and hopefully a good boss will respond well to it.
My current view is,
1. You need to have that conversation. If you don't it will gnaw away at your psyche and you'll regret not having it.
2. You need to be very respectful in the way you have this conversation. Do it on a one-on-one basis. Do not make it personal. Qualify why you are feeling like this and how it sits within your values. Once you've raised it, be open to consider the other person's point of view.
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