When do you tell your boss you’re looking for another job?

I reached the point where I just don’t care anymore and I want to tell my boss that I am actively looking for alternative employment and I will be leaving as soon as I possibly can.

What would your advice be in this situation? Rather wait until I have something in pipeline in terms of new employment? Or just let them know that I have reached this point?

Can depend on reasons.. but in your case I would not say until after you have secured a new job.. but maybe look at your contract to see how much notice you are required to give.

@spacem

My contract stipulates a notice period of one calendar month.

The problem is that I have spoken to the powers that be regarding my situation, and all I am met with is shrugged shoulders, because "We can't (read "not going to") do anything about it."

And me "threatening" to leave is perhaps hopeful that something does actually change.

On "threatening" to leave: it will not leave a good last impression, in some cases you could also be sued for blackmailing.
Things might change but if the circumstances last for years despite you and/or others frequently addressing/fighting the problems, it's highly unlikely they'll suddenly be altered after you gave notice.

Other than that: give notice when you've secured a new position and you're required to. (If you have to do some knowledge transfer, you might want to announce it somewhat earlier.)

@nin0x03

I doubt there a point will be reached that I will get sued for blackmail. I just need some "leverage" to instill change, seeing as the Oprah version of "be the change you want to see" crap doesn't seem to work here.

@GinjaNinja I've never ever officially said I was looking for new work.
I have very often made it clear I wasn't happy where I was directly to the powers that be and that things needed to improve (sometimes they do), but there's almost no benefit to saying you're job hunting.

If they're treating you like shit before, they won't suddenly become nice and there's a very real risk you'll find things get tougher (or if you're in some crazy, stupid country like the USA, you could be fired immediately and then you've got no job. And it's much easier to get a good job when you don't have the pressure of needing the paycheck quickly)

@DLMousey

"Don't tell anyone to die in a fire,

Don't tell anyone to eat a dick, dumbshit"

Easy there, I don't plan on doing anything of the sort.

And, as I said, I do plan on going. The question really is can things change enough to warrant me not having to leave. Like, for example, actually giving the remote work a try on an experimental basis for a month or 2 (which was discussed with them), rather than just being met with shrugging shoulders.

Tell them when you already have found one

make sure you have leverage. otherwise you're the loser

No employer will tell you they are "thinking on firing you". They just do. So find your new job and negotiate 1 month notice.

I would not tell your boss. From a pragmatic point t of view, there is a solute lying nothing to be gained from that. It is an emotional thing, probably.