I've said it before and I'll say it again. Gobber must be so fucking fed up with Hiccup and Stoick at all times. Like he grew up with Stoick being a stubborn ass and then Stoick had a child who grew up and is also a stubborn ass.
I cannot imagine having to deal with one Haddock let alone two. Especially httyd1 era where they could barely even be in the same room as each other without there being audible cricket noises oh my fucking god. He would have been a permanent mediator between the two. Constantly listening to them complain about eachother (Which we do actually see in httyd1 funnily enough).
Them two actually beginning to fix their relationship after the red death must have been so great for him. Because yes his best friend and his sort of adoptive son thing are now actually engaging in healthy father son activities with one another but he also no longer has to deal with being sandwiched between two fucking donkeys that can't properly communicate.
But hahaha Gobber your torment doesn't end there. No no no you then have to deal with two of the most dramatic people in the archipelago (why does no one mention how dramatic Stoick is???) constantly wittering in your ear about different plans or inventions or wars and dragons and blah blah blah. You can never escape the incessant rambling of the two idiots you got cast to hell with. You will be forced to listen to a father and son that don't see any reasonable value in agreeing about things like 34% of the time and you will have to either pick a side or attempt to deescalate the awkward glances and frustrated sighs when they are forced to be around each other after a particularly bad episode of being unable to affectively have a conversation about their thoughts and feelings because they're both emotionally repressed and could both use some therapy.
Gobber has seen every single side of the relationship between Hiccup and Stoick and the whiplash from witnessing a heated argument about the meaning of existence itself in the morning and then watching as they joke and laugh about some random crap literally no one understands in the evening will probably end up breaking Gobber's psyche at some point.
That man's life was pain and suffering incarnate and it was purely the fault of the Haddock family.
