If you work in a small company, pretty much any boss will be happy to hear feedback like "Hey, it looks like there's an impediment to smooth work, and the team has gotten used to it, but it's costing us". Bonus points if you propose a solution.(If your manager isn't happy to hear that, it's time to leave, because small companies closing their eyes to this have a tendency to go down in flames)
But you'll definitely need to learn to take the blame out of your communication. Learned helplessness is a technical term, it doesn't mean "Bob and Joe are helpless". And your manager not noticing a problem is hardly "you just kinda watch it happen".
Frame it as a possible improvement to what the team can do - because that's what it is. Yes, you might get turned down. And if you repeatedly get turned down, you have a choice to make.
Another possible approach is "model, document and share"[1]:
> Imagine you’ve started a new job as an engineering manager, and the teams around you are too busy to use a planning process. You’ve mentioned to your peers a few times that you’ve seen Kanban work effectively, but folks tried it two years ago and are still upset whenever the word is mentioned: it just doesn’t work here.
> Your first reaction might be to confront this head on, but it takes a while to build credibility after starting a new job. Sure, you’ve been hired for your experience so they respect your judgement, but it’s a hard sell to convince someone that your personal experience should invalidate their personal experience.
If you work in a small company, pretty much any boss will be happy to hear feedback like "Hey, it looks like there's an impediment to smooth work, and the team has gotten used to it, but it's costing us". Bonus points if you propose a solution.(If your manager isn't happy to hear that, it's time to leave, because small companies closing their eyes to this have a tendency to go down in flames)
But you'll definitely need to learn to take the blame out of your communication. Learned helplessness is a technical term, it doesn't mean "Bob and Joe are helpless". And your manager not noticing a problem is hardly "you just kinda watch it happen".
Frame it as a possible improvement to what the team can do - because that's what it is. Yes, you might get turned down. And if you repeatedly get turned down, you have a choice to make.