all the upper management telling us to “speak up” when we see something wrong, to help build a better culture, and when I do speak up, about a toxic senior who everyone hates, nothing changes and I end up looking like an asshole
All bullshit
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Can't speak to every situation, but there's generally a way to approach things and a way not to approach things.
I've found people constructive as long as you go to the right person to solve that particular issue, come to them with a problem and a solution, have a request they seem as reasonable and do so in a mature fashion.
E.g., if you have have an issue with someone, your first step would be to talk directly with that person in a mature, measured and non-aggressive fashion to see if you can resolve it. e.g., if you get a request that's unreasonable, first step could be to ask if you can have the graphics team take the first cut and you can review in the morning. If that doesn't work, ask your staffer or others for guidance on how to approach, etc. Next would be to go to an MD you trust and have a good working relationship with. Then vertical head, then group head, etc.,
Skipping any of these steps will make you look immature and not constructive. You also need to actually follow their advice.
Doing all this has the added benefit of building up a case and if you have 5+ leaders in the group aligned with you and with an interest in getting it resoled, it goes a lot further towards getting seniors to listen.
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