The bug happens when exiting the world and loading the world again.
Basically, before exiting the world, the tripwire hook works fine when trying to activate it with armor stand, items, mobs etc..
But - if you will exit the world (and leave it like that - when something activates the tripwire) and then relogging -> the tripwire stop working which means that the armor stand, items... will not activate the tripwire hook at that point!
See pictures and videos if it wasn't clear. Ask me anything you want.
I've been waiting a long time for this bug to be fixed as you can see.
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I'm waiting almost one year to have a fix for this bug!
I created a map using the tripwire hook and I can't release it.
I asked some of the team members who are responsible for fixing bugs abou this bug and MCPE-29548 and told me they would look at it. I do not see any change. :|

Confirmed on 1.14.30 / iOS, but on this version the bug seems to only affect players.
You can test it with an attached world "tripwires-die-from-relogging.mcworld".

Is it across a chunk border by any chance?

Ok I've just tested, and it seems to break all tripwires, even if they're not across a chunk border. This gets fixed when you step on the tripwire hook, even if another mob is already on it.
The tripwire just forgets that there's an entity on the tripwire.
It might be possible to just update the tripwire when it's loaded or something.

Right, but still a massive issue.

Affects 1.16.100.53

Tripwire hooks now no longer work at all in 1.16.100.56...

Affects 1.16.100.60

affects 1.17.20.22

affects 1.16.220