My top 5 is very hard to come up with, but here a reasonable selection in no order.
Berserk TV 1997
Bubblegum Crisis, First OVAs
Claymore TV
After the Rain
Gunbuster
Kare Kano
Kakegurui
Macross Do you remember Love?
Macross Frontier
Hyper Police
Maison Ikkoku
Record of Lodoss War
Samurai Champloo
Your Name
Kaguya-sama: Love Is War
Runway de Waratte
Urusei Yatsura
There are others, picking a few is too hard to be fair.
I'd take most of those, then add in Evangelion (apparently my UE set should be with me in a few days!),
Haibane Renmie
Panty & Stocking (so nuts)
Silent Voice
Your Lie in April (that nearly destroyed me, I went into it blind due to an ATA mystery box)
Macross Plus*
Patlabor
Now and then, here and there. Very hard to watch in places but it felt like it was possibly one of the truest depictions of how war effects the innocent, I remember reading on the old animeondvd boards about how many people stopped watching it after IIRC disc 2.
You're Under Arrest.
Movies would be too hard for me to narrow it down, but includes potentially most of the Ghibli titles, You're Name, Silent Voice, Summer Wars, 5cm per second.
Gunbuster is one that if it gets a UK blu-ray release I'm ordering as soon as it goes up, IIRC it's getting a US blu-ray release thanks to Discotek, but I'm not sure what the rights situation is like over here, last time I saw anyone with any background in the industry comment on it, it seemed that no one quite knew who had the UK rights due to the original licensor going bust and it's assets being bought up/given to people who probably don't know what they are.
Kare Kano I wish had done more of the story, as I really enjoyed it.
*I'm somewhat hopeful we'll see a blu-ray of this now, as Funi/HG and the Japanese companies seemed to have come to an agreement and the movie version is getting a showing in the US Cinemas, I managed to get the OST's from TRSI years ago as a bundle in damaged cases (5 for $15), and I've listened to them so much in the last 18 years
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