I'm not getting Trakt update emails and nothing is "marked watched in Trakt" aymore

I imagine it’s related to being a free user (ie not VIP).

Take a look at this thread I can't put addons in trakt anymore

You can check the number of connections in ‘Connected Community Apps’ under Profile-Settings-Apps. Screenshot attached. Mine tells me I have only one connected out of two, but I’ve never been able to get a second connection working.